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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Couple on a Tuscany wine tour

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

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Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Tuscany safari wine tour view

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

  • Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
  • Traverse the scenic Tuscan countryside on an off-road adventure.
  • Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
  • Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
  • Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

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Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

Tuscany vespa wine tour

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

  • Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
  • Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
  • Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
  • Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

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Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Tuscany bike tour

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

  • Cycle through the beautiful Tuscan countryside, leaving the city behind.
  • Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
  • Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
  • Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

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Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

Tuscan cooking class tour

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

  • Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
  • Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
  • Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
  • Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

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Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

Tuscan wine tour day trip with lunch vineyard views with the girls

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

  • Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
  • Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
  • Gain insights into the winemaking process unique to the Chianti region.
  • Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

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Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

Fiat tuscany wine tour with girl posing

  • Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
  • Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
  • Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
  • Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

Private wine tour of Tuscany

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

  • Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
  • Explore three diverse wineries, including quaint family-run and organic estates.
  • Discover the winemaking process through an immersive cellar tour.
  • Savor a range of the region’s best varietals.
  • Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
  • Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

Horseback riding and pool wine tour in Tuscany

  • Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
  • Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
  • Enjoy a private experience tailored exclusively for your party.
  • Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

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Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

Tuscany wine tour from Rome aerial view

  • Benefit from round-trip private transportation from your hotel or chosen location in Rome.
  • Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
  • Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
  • Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

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Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

Montepulciano and Pienza Tuscany Full Day Tour from Rome

  • Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
  • Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
  • Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
  • Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

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Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

Tuscany wine tour and hiking from Siena

  • Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
  • Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
  • Absorb the history of the route from our expert guide.
  • Traverse between Siena and the medieval walled village of Monteriggioni.
  • Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
  • Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
  • Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

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Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

Tuscany wine tour from Siena

  • Break away from the city and effortlessly explore the vineyards surrounding Siena.
  • Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
  • Choose from two departure times throughout the day for your convenience.
  • Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

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Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

truffle hunting in Tuscany

  • Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
  • Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
  • Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
  • Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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The Top Tuscany Wine Tours & Tastings

Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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15 Best Wine Tours in Tuscany (+ Tips For Choosing)

  • Isabelle Hoyne
  • July 15, 2024

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Explore the best wine tours in Tuscany with our comprehensive guide, covering top destinations from Florence to Bolgheri, including Siena, Montepulciano, and Brunello. Discover your perfect vineyard adventure in one of Italy’s most renowned wine region.

Covering key areas and varietals from Florence to Bolgheri, including Chianti, Siena, Montepulciano, and Brunello, this guide consolidates Tuscany’s top wine experiences into one essential resource.

This post is designed to help you navigate the vast and varied wine landscape of one of Italy’s most renowned wine-producing regions. Tuscany is home to some of the world’s most beloved wines, including Brunello di Montalcino, Chianti Classico, and the emerging stars from Bolgheri.

I’ve handpicked a selection of the best wine tours across Tuscany , each offering a unique insight into the region’s wine production.

From small-group experiences in the Tuscan countryside to comprehensive tastings in historic cellars, this guide covers the spectrum. Whether you’re a novice eager to learn about wine tasting or an aficionado looking to delve deeper into Tuscan wine varietals, these tours cater to a range of interests and knowledge levels.

In addition to showcasing the diversity of Tuscany’s wine offerings, I’ve included some things you need to know when choosing a wine tour in Tuscany, as well an FAQ section to answer any questions you might have, ensuring you’re fully prepared for your wine tour adventure.

My goal is to provide you with a straightforward, informative guide that will assist you in selecting the wine tour that best matches your preferences, enabling a deeper appreciation of Tuscany’s rich wine culture while on your travels. 

Best Tuscany Wine Tours: My Top Picks

Best chianti wine tour, small-group wine tasting experience in the tuscan countryside.

  • Duration: 4 hours 45 minutes

Selling points: Intimate, authentic Tuscan wine exploration

Best Wine Tour in and from Siena

Educational wine tour & tasting.

Duration: 3 hours

Selling points: Insight into organic winemaking practices

Best Brunello di Montalcino Wine Tour

Small-group brunello di montalcino wine-tasting trip from siena.

  • Duration: 9 hours

Selling points: Exclusive Brunello wine tasting adventure

Best Montepulciano Wine Tour

Wine tour ebike experience.

  • Duration: 5 hours

Selling points: Scenic ebike ride and wine tastings

Best Bolgheri Wine Tour

Bolgheri: premium wine tasting with winery tour.

  • Duration: 1 hour 15 minutes

Selling points: Premium single-varietal wine tastings

15 Best Wine Tours in Tuscany

Best chianti wine tours.

Renowned for its ruby-red wines and picturesque landscapes, the Chianti region embodies the essence of Tuscan viticulture.

Situated between Florence and Siena , it offers a diverse array of vineyards and historic estates.

If you’re interested in taking a Chianti wine tour, you can discover the full spectrum of Chianti’s offerings in our post on the best Chianti wine tours from Florence . 

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This intimate Small-Group Wine Tasting Tour across the Tuscan countryside stands out as a prime choice within our selection of the best wine tours of Chianti .

Venturing into the Chianti Classico’s core , participants gain unparalleled insight into the craft of winemaking unique to Tuscany.

Featuring visits to two distinguished wineries set against the tranquil backdrop of vineyards and olive trees, this experience offers a rich blend of select wines and olive oils. These tastings are thoughtfully paired with local Tuscan delights such as cheese, salami, and bruschetta, enhancing the overall sensory journey.

With its emphasis on small group sizes , the tour promises an engaging and personalised exploration of Chianti’s winemaking heritage and culinary traditions. For a genuine slice of Tuscan life, this tour is a top recommendation.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

  • Location: Piazzale Montelungo, Firenze FI, Italy
  • Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
  • Size of Tour: Small group (max 25 people)
  • Accessibility: Not wheelchair accessible; involves stairs
  • Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

From Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Nestled within the scenic Chianti Hills , this half-day excursion from Florence delivers an authentic insight into the heart of Tuscany’s wine culture, making it a standout in our collection of the best wine tours of Chianti .

The journey includes stops at two authentic wineries , where interactions with the winemakers themselves provide a deep dive into their techniques and dedication. This tour melds the picturesque landscapes of Chianti with a comprehensive wine tasting, allowing participants to explore seven distinct wines that reflect the region’s rich heritage.

Enhanced by traditional Tuscan snacks , this experience is designed for those keen to delve into Tuscan winemaking’s intricacies.

Ideal for both avid wine lovers and those new to wine culture, the tour promises a harmonious mix of education, scenic allure, and gastronomic pleasure .

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.
  • Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
  • Time : 8:30 AM / 2:30 PM
  • Duration : 5.5 hours
  • Size of Tour : Shared tour with up to 30 people
  • Accessibility : Not suitable for wheelchair users
  • Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

Embark on the Chianti Safari Wine Tour , a standout full-day adventure from Florence that captures the essence of the Chianti region’s wine and culinary traditions.

Beginning in Florence, this journey leads you off the beaten path , showcasing Chianti’s renowned wine, olive oil, and stunning landscapes . You’ll visit esteemed wineries , including a notable family-owned estate where you can explore historic cellars and enjoy tastings that include fine wines, olive oil, and local cured meats.

Travel through time-honored woodlands and over picturesque hills , experiencing the full beauty of the Tuscan countryside. The experience is enriched by a traditional Tuscan lunch at a winery restaurant, where the views rival the excellence of the cuisine.

With stops at both a well-established winery and a charming boutique vineyard , you’ll gain a holistic understanding of Chianti’s diverse wine culture.

Ideal for those wishing to dive deep into the heart of Tuscany, this tour melds gourmet experiences, historical exploration, and the sheer beauty of nature into an unforgettable day.

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.
  • Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
  • Start Time: 9:00 AM
  • Size of Tour: Maximum 26 travellers
  • Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
  • Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

Best Wine Tours in and from Siena

Delving into the heart of Tuscany from Siena opens doors to some of the region’s most esteemed vineyards and wineries – including the much admired wines of Brunello di Montalcino and Vino Nobile di Montepulciano.

Our best wine tours in Siena blog post guides you in more detail through curated experiences that blend historical richness with the joy of wine tasting, directly from the ancient streets of Siena. They’re perfect to peruse through if you decide to stay in Siena for a night or two.

However, here are my top three picks of wine tours taking place, or being run from, the city of Siena. 

The Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena emerges as a top pick within our best wine tours in and from Siena , celebrated for offering a genuine dive into the Tuscan viniculture, backed by rave reviews.

Spanning 9 hours and commencing from Siena, this excursion takes you deep into Montalcino’s vineyards, home to the illustrious Brunello di Montalcino wine . The adventure unfolds with visits to three exceptional wineries , complemented by a traditional Tuscan lunch at a vineyard, enriching the tasting journey.

The itinerary also includes a stroll through Montalcino’s charming streets and a visit to the peaceful Sant’Antimo Abbey , adding layers of cultural and historical context to the wine exploration.

This experience is meticulously designed for both wine aficionados and newcomers , aiming to deliver a comprehensive insight into the celebrated Brunello di Montalcino in an intimate setting.

Reviews: “Highly highly recommended. Mattia was so knowledgeable and full of fun stories. The wineries that we visited were all very unique. The lunch! The location was fabulous. The hosts were even more fabulous and their wines amazing.” – Nancy_C Read more reviews here.
  • Location : Piazza San Domenico, Siena, Italy
  • Start Time : 09:30 AM
  • Duration : 9 hours
  • Size of Tour : Maximum 8 people
  • Accessibility : Not wheelchair accessible, stroller accessible
  • Included : Local guide, lunch, wine tastings, air-conditioned vehicle

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 3 hours | ✓ Book now

Within our best wine tours in and from Siena , this 3-hour Siena winery exploration stands out for its focus on organic winemaking , a mere stone’s throw from Siena’s historic centre.

You’ll be taken on a journey just 2 kilometres away to delve into the organic viticulture nestled in the Tuscan landscape. The tour provides an insightful look into the vineyard’s life cycle and its historic cellars, showcasing the dedication to crafting top-quality organic wines.

Participants will be treated to a tasting of four organic wines , each selected to showcase the rich, nuanced flavours that organic methods yield. Complemented by a light lunch of seasonal Tuscan fare, this tour offers a taste and educational experience in harmony.

This unique outing is designed for those keen to uncover the depth of organic viticulture in a picturesque setting, blending both educational insights and the sensory pleasure of wine tasting.

It’s an exceptional choice for anyone wishing to engage deeply with the sustainable practices behind Tuscany’s renowned winemaking tradition.

Reviews: “The wine tour and tasting at La Lastra was excellent. Our host spoke very informatively and passionately about their ‘terroir’. I’ve done a few wine tours over the years and expected this to be just another experience- but I genuinely learned a lot during our visit. The lunch and tastings provided were generous and delicious. Thank you so much – 5* – don’t miss it!” – GetYourGuide traveller, United Kingdom Read more reviews here.
  • Location : Azienda Agricola La Lastra, Strada della Befana 2/A, 53100 Siena, Italy
  • Start Time : 11:30 AM
  • Duration : 3 hours
  • Size of tour : 12 people
  • Accessibility : Check with the provider for specific accessibility details
  • Included : Guided visits to the vineyards and cellars, sensory wine tasting, light lunch

Wine Class – Tuscan Classics

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

T his 2-hour wine experience unfolds in Siena’s historical centre, offering a deep dive into the essence of Tuscan viticulture.

Guided by expert local sommeliers , this session is tailored for wine enthusiasts at all levels, providing a comprehensive overview of the region’s celebrated wines. Attendees are introduced to the art of wine tasting, learning techniques to swirl, smell, and sip like a pro.

The highlight is the sampling of four to five distinct Tuscan wines , thoughtfully matched with local appetisers. This interactive class is also packed with insights on pairing wine with food, perfect for those looking to navigate Siena’s gastronomic offerings with confidence.

A prime choice for anyone keen to immerse themselves in Tuscany’s vinous traditions, this tour marries informative content with sensory pleasure , making it a must-visit for wine lovers seeking an authentic educational experience within the ancient walls of Siena.

Reviews: “Terrific class. Had a ton of fun. So convenient being in the city walls. Drank, laughed and learned a great deal. Manuel was a terrific teacher and good-natured person. No pressure sale. If you don’t know much about wine from Tuscany, want to learn and drink with a friendly group, this tour is for you.” – Hanan_S, May 2023 Read more reviews here.
  • Location : Via Stalloreggi, 53100 Siena SI, Italy
  • Start Time : 05:00 PM
  • Duration : 2 hours
  • Size of tour : 14 people
  • Accessibility : Wheelchair and stroller accessible, surfaces wheelchair accessible
  • Included : Alcoholic beverages, snacks

Best Brunello di Montalcino Wine Tours

With its distinguished reputation, Brunello di Montalcino encapsulates the pinnacle of Italian winemaking, offering a complex bouquet and remarkable aging potential. It’s definitely a town that should find its way onto any wine lover’s Tuscany itinerary . 

In our best Brunello di Montalcino wine tours post, we unveil the finest tours that bring you closer to the artistry of this renowned wine.

Below, we spotlight our top four picks, offering a glimpse into the heart of Montalcino’s winemaking tradition. For an in-depth exploration, head over to the full article.

Best Wine Tours in Siena

★ RATING: 5/5 Stars (650+ reviews) | 🕰 TOUR LENGTH : 9 hours | ✓ Book now

Embarking on the Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena unveils the richness of Tuscany’s prized Brunello wines over a span of 9 hours .

Guided by a connoisseur, participants are led through Montalcino’s picturesque vineyards and historic cellars , uncovering the secrets behind these acclaimed wines.

The journey includes stops at three distinct wineries , each presenting their signature takes on Brunello di Montalcino. Highlighting the experience is a traditional Tuscan lunch at a locally owned winery, marrying the region’s culinary delights with its stellar wines.

Further enriching the tour are visits to Montalcino’s inviting town and the serene Sant’Antimo Abbey , blending oenological exploration with cultural immersion.

Tailored for aficionados of fine wine, this excursion offers a comprehensive foray into the esteemed Brunello wine tradition.

Reviews: “The wine pairing lunch was phenomenal. Our hosts were exceptional. Driver, and guide–Keeko were professional and knowledgeable. Would definitely recommend this tour.” – Cindy_W, Nov 2023 Read more reviews here.
  • Location: Departs from Piazza San Domenico, Siena
  • Start Time: 9.30 am
  • Size of Tour: Max 8 people
  • Accessibility: Not wheelchair accessible, stroller accessible
  • Included: Local guide, lunch, visits to wine cellars and wine tasting, air-conditioned vehicle

Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence

★ RATING : 4.5/5 Stars (180+ reviews) | 🕰 TOUR LENGTH : 10 hours 30 minutes | ✓ Book now

The Val d’Orcia Brunello Wine Tour from Florence takes you on a detailed voyage to Tuscany’s prestigious wine territories, Montalcino and Montepulciano, over 10.5 hours . 

It delves into the rich tapestry of the region’s wine culture, spotlighting the acclaimed Brunello di Montalcino and Nobile di Montepulciano wines.

Visits to Montalcino and Montepulciano are central to the experience, offering participants a chance to explore the vineyards and barrel cellars under expert guidance, enriching their understanding of the meticulous wine-making process.

A highlight of the tour is the superior lunch against the backdrop of breathtaking views , celebrating Tuscany’s gastronomic excellence. The itinerary also includes a stop at Pienza , celebrated for its Pecorino cheese and enchanting scenery.

With its semi-private format, limited to eight guests , this tour promises an intimate exploration of Tuscany’s vinicultural heritage , perfect for those desiring a deep dive into the world of Brunello and Nobile wines.

Reviews: “A Must For Tuscany Wine Tours. This was my favorite tour of the many I’ve taken all over Europe . Michele (Mike) was a superb host and driver, giving us a running basic history of what we were seeing throughout the drive from Florence to Montalcino, Pienza, and Montepulciano. The tour of Erolani winery was especially superb, and lunch was really tasty. Highly recommend!” – Kristin_H, Nov 2023 Read more reviews here.
  • Location: Departs from Piazza degli Antinori in Florence
  • Start Time: 8:00 am
  • Duration: 10 hours 30 minutes
  • Included: Premium van with A/C, English-speaking driver, superior lunch, 2 wine tastings, guided tours on vineyard and barrel cellar, local product food tasting during wine tasting in Montepulciano

Guided Winery Tour & Gourmet Tasting at Montalcino Winery

★ RATING : 4.8/5 Stars (100+ reviews) | 🕰 TOUR LENGTH : 2.5 hours | ✓ Book now

The Guided Winery Tour & Gourmet Tasting at Corte Pavone Winery provides a 2.5-hour exploration into the essence of Brunello wines, positioning itself as a highlight within our selection of top Brunello wine tours.

This experience invites guests to immerse themselves in biodynamic viticulture , offering insights into the sophisticated winemaking processes. The tour kicks off with a stroll through the vineyards, introducing the winery’s diverse soils and biodynamic farming practices.

Participants will then explore the cross-vaulted cellar , observing the ageing process in various types of barrels.

A standout feature is the gourmet tasting session , where attendees savour six distinct wines, each accompanied by a tailored gourmet pairing.

Featuring both the Dynamic Brunello Cru Tasting and the Signature Corte Pavone Tasting , this tour offers a rich overview of the winery’s portfolio. It’s an ideal pick for those keen on understanding the delicate balance between viticulture and culinary art.

Reviews: “The tour guide was amazing. Firstly, he explained in detail how the wine was produced, from the grapes to the wine we find in the bottle. We visited the grape fields and the cellars, and the tour ended in the restaurant, where we tasted six different wines.” – GetYourGuide traveler, Germany, October 20, 2023 Read more reviews here.
  • Location: Località Corte Pavone, Montalcino
  • Start Time: Options for 11:00 am or 3:00 pm
  • Duration: 2.5 hours
  • Size of group : max 18 travellers
  • Included: Winery tour, 2 wine tasting options of 6 wines in total, 6 specially designed gourmet paired bites, food and wine pairing
  • Accessibility: Information not provided
  • Additional Info: Suitable for adults only, reservation required

Brunello Cooking Class with Vineyards View Winery in Montalcino

★ RATING : 4.6/5 Stars | 🕰 TOUR LENGTH : 4 hours | ✓ Book now

The Brunello Cooking Class at Vineyards View Winery offers a 4-hour escape into the scenic beauty of Tuscany, blending culinary skills with viniculture.

More than a cooking session, this tour immerses you in the vibrant heart of the region’s food and wine heritage . It kicks off with an enlightening winery tour, shedding light on the nuances of the winemaking process .

Participants dive into a hands-on cooking class , guided by culinary experts to craft traditional Tuscan cuisine, including various pasta dishes and regional delicacies, perfectly complemented by the renowned Brunello wines .

The adventure peaks with a lunch showcasing your culinary creations against the backdrop of the winery’s breathtaking landscapes.

Tailored for both families and gastronomy aficionados , this experience marries the art of Tuscan cooking with the pleasure of wine tasting, making it a standout choice for those eager to explore Tuscany’s culinary and oenological delights.

Reviews: “This was one of our favorite experiences in Italy! All of our children (ages 10-19) LOVED it! The food was delicious, the scenery beautiful and the wine magnificent! Don’t miss this experience…well worth it!” – Aimee_P, Jun 2023 Read more reviews here.
  • Location: Castello Tricerchi, Località Altesi, Montalcino
  • Start Time: 10:00 am
  • Duration: 4 hours
  • Size of tour : max 10 travellers
  • Accessibility: Wheelchair accessible
  • Included: 4-hour tour and hands-on cooking class, tour of the winery, pairing lunch with Brunello, gratuities
  • Not Included: Hotel Pickup/Drop-off (available as an add-on service)

Best Montepulciano Wine Tours

Montepulciano, home to the esteemed Vino Nobile, is a jewel in Tuscany’s winemaking crown, offering a blend of rich flavours and a storied heritage.

Explore this tradition further with our guide to the best wine tours and tastings in Montepulciano , highlighting top experiences for wine enthusiasts.

As a celebrated hilltop town, Montepulciano is also featured in our best towns in Tuscany  post, making it an essential stop for those captivated by Tuscany’s scenic beauty and historical depth.

Here are my top three picks in terms of its wine tours.

Montepulciano Wine Tasting and Cellar Tour

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 1 hour | ✓ Book now

The Montepulciano Wine Tasting and Cellar Tour presents a captivating exploration into the heart of Tuscany’s viniculture, focusing on the region’s celebrated Nobile di Montepulciano wines.

Participants gain access to the aging process within Slavonian oak and French wood barrels , showcasing the seamless blend of traditional methods and high-quality winemaking. The area’s unique sandy tufa soils , embedded with ancient fossils, highlight Montepulciano’s rich viticultural roots.

Tastings feature outstanding wines, each paired with local delicacies such as aged pecorino, bruschetta , and crostini , enriching the sensory experience.

This tour is highlighted for its comprehensive insight into Montepulciano’s wine heritage, making it a prime choice for those eager to immerse themselves in the intricacies of Tuscan wine.

A key experience for both wine aficionados and exploratory visitors, it stands as a cornerstone for those looking to uncover the authentic essence of Tuscan winemaking.

Reviews: “Splendid tour. The wine cellar was spectacular with so many various sizes of barrels. This ancient cellar was amazing. The wine tasting and exploration of each by our guide was excellent. Lasted 1.5 hours to 2 hours start to finish. Excellent local wine.” – GetYourGuide traveler Read more reviews here.
  • Location: Via Ricci, 13, 53045 Montepulciano SI, Italy
  • Start Time: 10:30 AM, 3:00 PM
  • Duration: 1 hour
  • Size of Tour: Small group
  • Accessibility: Accessible only by foot; parking available at “Parking S. Donato” or “Parking P8.”
  • Included: Guide, selection of pecorino cheeses, bruschetta with extra-virgin olive oil, typical crostini, five wines DOC and DOCG di Montepulciano.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Explore Montepulciano’s breathtaking vistas with the Wine Tour Ebike Experience , a perfect fusion of active adventure and vinicultural discovery set within our best Montepulciano wine tours selection.

Spanning 5 hours , this excursion allows you to effortlessly traverse the Nobile wine route’s undulating landscapes on an electric bike, ensuring a smooth ride amidst the region’s stunning scenery.

You’ll journey past lush vineyards and idyllic hills , with stops at two esteemed wineries for memorable wine tastings that highlight the area’s celebrated wine heritage.

This tour is an excellent choice for those looking to blend light exercise with the pleasures of wine tasting , offering a distinctive way to experience the Tuscan countryside’s allure.

Ideal for those keen on an active exploration of Tuscany’s famed winemaking regions.

Reviews: “Amazing. Rolling hills, small bed-and-breakfasts, wineries, mountains with endless vines… it was out of a movie set. Both of our wine tasting experiences were phenomenal. Our guide Pierre was outstanding. Worth every penny.” – Georgina_M, Oct 2023 Read more reviews here.
  • Location: Urban Bikery, Via Ricci, 2, 53045 Montepulciano SI, Italy
  • Start Time: 10:30 AM – 06:30 PM
  • Size of Tour: Private group
  • Accessibility: Not wheelchair accessible, not recommended for travellers with back problems or pregnant travellers
  • Included: Alcoholic Beverages, ebike, helmet, raincoat, lunch, guide.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

★ RATING: 4.4/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now

Delve into the essence of Tuscan viticulture with a 1.5-hour wine tasting and lunch at a storied Montepulciano winery, a highlight among our best Montepulciano wine tours .

Guided by an expert sommelier, this experience unfolds in ancient cellars from the 14th century , offering a rare glimpse into the evolution of wine production.

Participants will enjoy tastings of four distinguished wines , including the celebrated Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, complemented by traditional Tuscan appetisers.

Choose between two dining options : an appetizer and main course for a full immersion into Tuscan cuisine, or an appetizer followed by two courses for an extended culinary delight alongside your wine tastings.

This tour offers a perfect fusion of historical insight, gastronomic exploration, and wine education , ideal for those looking to connect with the deep-rooted wine and food culture against the picturesque backdrop of Montepulciano.

Reviews: “A really pleasant and interesting experience. In addition to the lunch and the tasting made with excellent products and wines, it was very interesting to learn about the history of the cellar and the winemaking characteristics. Congratulations to the whole team.” – GetYourGuide traveler – Italy, March 22, 2023 Read more reviews here.
  • Location: Via Talosa, 8, 53045 Montepulciano SI, Italy
  • Start Time: 1:00 PM
  • Duration: 1.5 hours
  • Size of Tour: Group
  • Accessibility: Not suitable for people with mobility impairments or wheelchair users
  • Included: Winery tour, sommelier, snacks, wine tasting, lunch (optional gratuities and hotel pickup/drop-off not included)

Best Bolgheri Wine Tours

Located along the Tuscan coast, Bolgheri wine, renowned for its Bordeaux-style blends, has gained prominence for its rich, full-bodied reds.

This region is attracting global attention, due to both its unique microclimate and innovative winemaking –  marking Bolgheri as a rising star in Italy’s viticultural scene.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

At Terre del Marchesato, a jewel nestled just 5 km from Bolgheri’s village centre, a premium wine-tasting experience awaits.

This 75-minute tour delves into the heart of one of Tuscany’s most prestigious wine regions , offering an intimate exploration of its vineyards, wine cellar, and the art of monovarietal wine production.

Guests are treated to tastings of exceptional wines like TARABUSO (Cabernet Sauvignon) and MAURIZIO FUSELLI (Petit Verdot), each paired with traditional Tuscan bruschetta and extra virgin olive oil .

I find this tour particularly appealing for its focus on premium, single-varietal wines , providing a unique insight into the nuances of each grape type.

It’s perfect for wine enthusiasts seeking a deeper understanding of Bolgheri’s wine-making excellence and those who appreciate the finer details of viticulture.

Reviews: “Must Visit This Winery! This was a truly amazing experience. We had a very informative tour of the winery with the arborist who showed such passion for his work. The wines were fantastic and we had a food pairing as well that was delicious! Very worth the visit.” – Stacey_K, Oct 2023 Read more reviews here.
  • Location: Farm Lands of the Marquis, Via Località Sant’Uberto, 164, 57022 Bolgheri LI, Italy
  • Start Time: Multiple options from 10:00 AM to 5:30 PM
  • Size of Tour: Maximum of 16 travelers
  • Accessibility: Wheelchair accessible, stroller accessible, transportation is wheelchair accessible
  • Included: Professional guide, wine tasting, alcoholic beverages

Bolgheri: Classic Wine Tasting with Winery Tour

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

Nestled just a short drive from the heart of Bolgheri, Terre del Marchesato offers an intimate glimpse into the world of Tuscan winemaking.

This 75-minute tour not only showcases the vineyard and cellar but also includes tastings of three distinct Bolgheri wines , each paired with traditional Tuscan bread and extra virgin olive oil .

From the crisp PAPEO Bolgheri Bianco to the robust MARCHESALE Bolgheri Superiore, visitors have the chance to savour the depth of Bolgheri’s wine offerings.

I recommend this tour for those looking to explore one of the oldest wineries in the region , offering great value for money and a personal insight into the production process.

It’s ideal for wine enthusiasts eager to understand the nuances of Bolgheri’s celebrated wines.

Reviews: “We booked this wine tour spontaneously; great value for money, nice winery, more detailed explanations of the production process and the aromas of the wines while tasting would have been appreciated.” – AshleyLivia_H Read more reviews here.
  • Size of Tour: Maximum of 16 travellers
  • Included: Wine tasting, professional guide, alcoholic beverages

What To Keep in Mind When Choosing a Winery Tour in Tuscany

Tuscany offers quite the mosaic of wine experiences, with each region presenting its signature varietals and winemaking traditions.

Whether you’re drawn to the robust Brunello di Montalcino, the classic Chianti, the noble Vino Nobile di Montepulciano, or the emerging Bolgheri wines, there are several key considerations to keep in mind that can help ensure your wine tour is both memorable and enlightening.

Understanding Regional Wine Profiles

  • Brunello di Montalcino : Esteemed for its full-bodied, bold flavours with notes of dark cherry and leather, originating from the vineyards around the picturesque town of Montalcino.
  • Chianti : Known for its Sangiovese-based wines, offering robust flavours, high acidity, and a tannic nature, embodying the ‘heart’ of Tuscany.
  • Siena and Montepulciano : These areas offer a spectrum of experiences, from the structured elegance of Vino Nobile to more approachable Rosso di Montepulciano wines, characterised by their fruitier and softer profiles.
  • Bolgheri : A newer region on the Tuscan wine map, gaining recognition for its high-quality Bordeaux-style blends, showcasing the versatility of the Tuscan terroir.

Tour Origin Points and Transportation

  • Consider starting your tour from urban centres like Florence or Siena for convenience, especially if you prefer not to drive. Note that tours from Florence to regions like Montalcino require a full-day commitment due to the distance.
  • Most of the tours that start in cities will also include transport; and for pretty much any tour that includes a multiple number of wineries the same can be said.
  • Tours to individual wineries, you will likely need to find your own transport to and from.

Exclusivity and Group Size

  • Tours vary from intimate, small-group settings offering a personalised experience to larger, more social group tours.
  • Brunello tours, for example, cater to a more exclusive market, reflecting the prestige and price point of Brunello wines. You can expect these tours to be either small-group, or private in nature.

Food Pairings and Local Cuisine

  • Many tours incorporate food pairings or meals, highlighting the synergy between Tuscan wines and the region’s rustic cuisine. Look for tours that celebrate this culinary harmony, and knock off two birds with one stone!

Physical Accessibility

  • Assess the physical demands of each tour, especially if mobility is a concern. Some tours involve walking through vineyards or navigating historical cellars.

Customisation and Seasonal Considerations

  • Customisation options can enhance your tour, especially if you have specific wineries or wine types in mind. Also, consider the season of your visit, as the landscape and tour offerings can vary throughout the year.

Practical Tips for Wine Tours

  • Research : Delve into the wineries included on your tour to ensure they match your wine preferences. they’ll often be listed on the tour description.
  • Dress Comfortably : Vineyard tours often involve walking, so comfortable footwear is essential, in my opinion.
  • Stay Hydrated : Remember to drink water between tastings.
  • Check Inclusions : Know what your tour includes, such as meals, transportation, and the number of tastings.
  • Local Regulations : Adhere to local customs and regulations, particularly regarding drinking ages and health and safety measures.

Some Common Questions to Have

Are wine tours in tuscany suitable for beginners.

Absolutely, wine tours in Tuscany cater to everyone, from beginners to connoisseurs – so don’t let this put you off. If you’re new to wine, a tour can be a fantastic introduction. You’ll learn heaps about tasting techniques, grape varieties, and winemaking processes.

Plus, the guides are usually passionate about making wine accessible to all, so don’t be shy to ask any questions you have – no matter how basic they might seem.

Can I join a wine tour without a car?

Yes, you can – in fact wine tours in Tuscany seem to cater very well to this market! Many tours offer pickup services from major cities like Florence and Siena.

For those starting in more remote locations, some companies provide transport options as well. It’s always worth checking the tour details for transportation options, or you could reach out directly to the tour provider to arrange something that works for you.

What should I wear on a wine tour in Tuscany?

Comfort is key! You’ll likely be walking through vineyards and cellars, so wear comfortable shoes suitable for uneven terrain. The weather can be quite variable, too – hot during the day and cooler in the evenings – so layers are your friend. And don’t forget a hat and sunscreen if you’re visiting in the summer!

Is it possible to accommodate dietary restrictions on wine tours?

This typically shouldn’t be a problem. Many tours that include food are more than willing to accommodate different dietary needs. Just make sure to mention your requirements when you book to give them the heads up in advance and to make necessary preparations for you.

Whether you’re vegetarian, vegan, or have specific allergies, they can usually tailor the food to suit your needs. The local cuisine is delicious, and it’s worth experiencing alongside the fantastic wines.

How much wine will I be tasting?

This varies by tour, but generally, you can expect to taste anywhere from 3 to 6 different wines. It’s all about quality over quantity; you’ll be savouring each sip and learning about the characteristics of each wine. 

Are children allowed on wine tours?

This depends on the tour operator. Some tours are more family-friendly and can accommodate children with non-alcoholic beverages and even have activities for them. However, others might be more focused on the wine experience and set an age limit for participants. It’s best to check the tour details or contact the provider directly if you’re planning to bring along younger family members.

Can I buy wine directly from the vineyards?

Yes, and the wineries will love you for it – for them, tours are a great showcase of what they have to offer! Visiting the vineyards is a great opportunity to purchase wines directly from the source, often including limited editions or special vintages not widely available elsewhere. Plus, it’s a wonderful way to support the local winemakers.

Many wineries can even arrange shipping for you if you’re worried about luggage space. I’ve been ordering small shipments of Vino Nobile di Montepulciano from a winery I visited many years ago each year at Christmas – it’s great to have that connection into the future. 

What’s the best time of year to go on a wine tour in Tuscany?

Tuscany is beautiful year-round, but each season offers a different experience. Spring (April to June) and autumn (September to November) are particularly magical times to visit, with comfortable temperatures and the landscape either blooming or harvest-ready.

Summer can be quite hot but vibrant with tourists and full of life. Winter is quieter, which can be perfect if you’re looking for a more intimate experience, though some wineries may have reduced hours or tours.

Armed with this guide, you’re now ready to explore Tuscany’s premier wine regions.

From the rolling hills of Chianti to the esteemed vineyards of Montalcino and beyond, the perfect wine tour adventure is within reach. Choose wisely, drink responsibly(!!), and immerse yourself in the unparalleled beauty and taste of Tuscany!

Essential related reading if you are travelling to Tuscany

  • TUSCANY ITINERARY | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
  • TUSCAN VILLAS WITH POOLS | 19 Beautiful Villas In Tuscany With Private Pools [2024]
  • BEST TUSCAN TOWNS TO VISIT | 11 Best Towns In Tuscany That You Need To Visit At Least Once
  • IS FLORENCE WORTH VISITING | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
  • FLORENCE ITINERARY | How To Spend 2 Days In Florence – A Comprehensive Guide
  • BEST CHIANTI WINE TOURS FROM FLORENCE | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
  • BEST BRUNELLO WINE TOURS | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
  • LUXE FLORENCE VACATION RENTALS | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
  • LUXE SIENA VACATION RENTALS | The Best Airbnb Siena Italy – A Luxury List Of Siena’s Loveliest Listings
  • BEST WINE TOURS IN SIENA | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
  • SIENA CITY GUIDE |  The Perfect Way To Spend A Day In Siena, Italy
  • BEST WINE TOURS IN MONTEPULCIANO | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
  • BEST WINE TOURS IN TUSCANY | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
  • ROME GUIDE | The Perfect 4-Day Rome Itinerary – Food, Culture & A Little Luxury

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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Private Wine Tour Tuscany – Your Guide to Luxury Wine Tasting

  • Food & Wine

If you have a passion for wine, there’s no better place in Italy to explore than Tuscany. Of course, if your passion for wine extends beyond casual sipping into enjoying a centuries-old wine heritage with more exclusive and intimate access to the best wineries in the region, a private wine tour in Tuscany should be on your radar.

Here at Luxo Italia, we set our wine tours apart by offering unparalleled personalized itineraries, expert guides, and exclusive access to some of the finest wineries in Tuscany. If you’re looking for a more intimate experience with the flexibility to tailor your trip to your preferences, there’s no better way to explore this beautiful region than a private wine tour of Tuscany.

Ready to savor some of the finest wines in Tuscany? Continue reading to learn more!

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Private Wine Tour Tuscany – What Luxo Offers

Let’s first explore what you can expect from a private wine tour in Tuscany experience with Luxo Italia.

8-Day Package Exploring Florence, Siena, and the Tuscan Wine Country

Our exquisite 8-day package will allow you to experience Tuscany in all its glory.

From the historic streets of Florence to the hilly landscapes of Siena and the pastoral beauty of the Tuscan wine country, we offer you a chance to dive head-first into Italian history, culture, and cuisine, all with a comprehensive guide.

Private City Tours of Florence and Siena

Tourists are taking the private tour of Florence

We begin your luxury Italian vacation with private city tours of Florence and Siena.

You’ll first arrive at The Place in the heart of Florence, which offers the perfect springboard for exploring the city. As you sip on a glass of Franciacorta, you’ll get to bask in the luxurious architectural surroundings and enjoy the warmth of the natural light that flows from the floor-to-ceiling windows.

The next day, we’ll head out to Siena, where you’ll experience this iconic medieval town with the help of a knowledgeable tour guide.

From its charming boutiques to lively bars and meandering streets, it’s a city with nooks and crannies to explore. Venture to the Cathedral of Siena or enjoy a coffee in the iconic Piazza del Campo . The options are endless.

Exclusive Gallery and Museum Tours

Historic sculpture in the Uffizi Gallery

Trying to soak in the artistic brilliance of decades of masterful artistry can be difficult with swarming crowds.

For that reason, we plan out optimal times for touring some of Florence’s most popular attractions so that you can enjoy an intimate, exclusive, and stress-free museum and gallery tour.

From the Accademia Galleries to the Uffizi Galleries, you’ll receive the opportunity to explore the world’s most remarkable collection of Renaissance paintings, from Michelangelo’s David to Sandro Botticelli’s Birth of Venus , all with a knowledgeable guide at your side.

Brunello Wine Tasting Experience

  Visualizza questo post su Instagram   Un post condiviso da BrunellodiMontalcino (@brunellodimontalcino)

Here, you will get to explore a variety of wineries, traverse through the region’s age-old cellars, meet the skilled winemakers behind the ancient craft, and get firsthand insights into the winemaking process.

We will then pause for a delightful lunch in the Montalcino, where you’ll receive the opportunity to peruse the many artisanal food and wine boutiques or explore the renowned 14th-century fort before savoring your next wine.

Tuscan Farmhouse Cooking Class

  Visualizza questo post su Instagram   Un post condiviso da Cooking in Toscana (@cookingintoscana)

You’ll join skilled local chefs as they guide you through the art of crafting a four-course meal set within the ambiance of a thousand-year-old abbey.

Once you’ve finished your tour of the historic property, you’ll learn everything there is to know about the nuances of preparing exquisite handmade pasta, aromatic sauces, delicious antipasti, and one-of-a-kind desserts. Nothing tastes better than a beautifully home-cooked meal, so once you finish honing your culinary techniques, you’ll have the pleasure of indulging in the food before you (thoughtfully paired with some of the finest regional wines, of course).

We highly recommend that all our guests enjoy the Tuscan farmhouse cooking course, which offers lovely memories and knowledge you can carry home after your journey.

What To Expect from Your Private Wine Tour of Tuscany

Our private wine tour in Tuscany goes beyond wine tasting. Let’s look at what you can expect from your travels with us.

Meeting Point and Transportation Details

Upon your arrival in Tuscany, a dedicated concierge will greet you at the arrival gate, guide you through the airport, assist with security procedures if applicable, and retrieve your baggage.

For the duration of your stay, we will provide a private Mercedes V-Class van.

Wineries and Vineyards on the Itinerary

Stunning view of vineyards on the Brunello di Montalcino, Italy

Some of the many wineries and vineyards on the itinerary will include:

  • The Brunello di Montalcino winery at Castiglion del Bosco
  • The Ricasoli Estate in the Chianti Classico area
  • Numerous Brunello Region wineries

Wine Tasting Experiences

The Brunello Region wine tasting is the first major Tuscany wine-tasting experience on our itinerary, where you will have the chance to visit numerous Brunello wineries throughout the Tuscan countryside and sip some of the finest wines in the country while learning about the winemaking process.

Culinary Experiences and Food Pairings

For a truly one-of-a-kind experience, you’ll enjoy a hands-on cooking lesson in the heart of Tuscany with Andrea Gagnesi. Here at an awe-inspiring 11th-century abbey, the chef will help you prepare a four-course meal using regional ingredients, which you will indulge in over glasses of authentic Tuscan wine.

Duration and Additional Activities

A beautiful Tuscan countryside where you can take a private wine tour

Though the duration can vary based on your preferences, we recommend our 8-day itinerary, which will offer private tours of wine country, dinner at a traditional Florentine steak house, a private walking tour of Florence, a tour of the magical city of Siena, and so much more.

Access to Wineries Closed to the General Public

Over the years, we’ve made close bonds with some of the region’s finest winemakers and winery owners, allowing us to offer our clients access to wineries generally closed to the public. From Montepulciano to Brunello, we offer access to some of the most exclusive tasting rooms, so you can try and learn about iconic Italian wines and their rich histories in an intimate setting.

Tasting Rare Vintages and Off-Market Bottles

Here at Luxo Italia, we take a unique approach to crafting your wine-tasting experience. We have a deep passion for wine, and we want to make sure we can suggest the perfect bottle for you, no matter the occasion.

Our longstanding relationships in the Tuscan wine community provide us with access to mature vintages and rare allocations, so no matter what your taste is, we can find something that will inspire you/

Seasonal Opportunities and Special Events

The famous horse race called the Palio di Siena held twice each year in Siena, Italy

We offer tours suited to all seasons. For example, in the fall, Tuscany celebrates the olive-harvesting tradition, and to give you an authentic taste of what it’s like to harvest and extract olive oil, we get you in the mix with some of the finest producers in the region.

In the summer, we offer our clients a chance to see the Palio di Siena, one of the most renowned horse races in Italy that dates back to 1633.

Benefits of Taking a Private Wine Tour of Tuscany

With a private wine tour in Tuscany, you get to enjoy all the benefits that set your experience apart from others.

Personalized Experience

For starters, private wine tours in Italy offer a truly personalized experience.

It’s your journey, so you can craft it how you like.

We work hard to ensure every aspect of your tour is tailored to your preferences, whether you want to take a deep dive into Tuscany’s wine culture or get up close and personal with iconic Renaissance art.

Flexible Itinerary

Travel is not a one-size-fits-all experience, so we design our itineraries with flexibility in mind. You have the power to customize your journey in any way you see fit! Whether you want to spend a greater portion of the week exploring the vineyards in the countryside or take more cultural tours in the city, we work with your preferences to ensure the best trip possible.

Avoid Crowds

A private accommodation with a stunning view of landscapes in Tuscan.

Unlike group tours that often leave you vying for space and attention, Luxo Italia’s private wine tour in Tuscany ensures you savor every experience without masses of tourists at your back. You can soak in the beauty of Tuscany without overwhelming crowds and spend less time waiting in long lines to see popular attractions.

Expert Local Guide

Our expert local guides from Luxo Italia will provide you with in-depth knowledge throughout your journey so that you can become more acquainted with Tuscan history and culture. We find that our clients often come back feeling more enriched from their trips when they get a firsthand look at the history and culture of this famed region.

Tailored to Your Interests

We know that every one of our clients is unique, which is why we’ll work closely with you to create an itinerary that speaks to your heart and aligns with your interests. Tell us about yourself, what you expect from your trip, and what kinds of experiences you hope to have, and we’ll put together the perfect trip, including cultural experiences, outdoor expeditions, and, of course, luxury wine tastings.

Authentic Cultural Immersion

One of the best restaurants in Tuscan offers cooking lessons.

Our tours go beyond the surface, providing in-depth cultural immersion. From exploring the historic streets of Florence to learning the art of Tuscan cooking, you’ll get a closer look at the genuine culture of the region.

Exclusive Access to Hidden Gems

Many Tuscan vacationers never have the opportunity to explore some of the hidden gems that our private wine tours in Tuscany provide access to. We’ve spent years cultivating relationships with wineries, museums, and off-the-beaten-path cultural sites to provide our clients with a unique privilege.

More Intimate and Relaxed

Large group tours can often be hectic, and they often dilute the experience when they move at fast paces. With us, you get to savor every moment, all while moving at your own pace. Plus, you never have to fight for attention, and any questions you have about your experience become the priority of your guide.

Privacy, Luxury, and Comfort

Our private wine tours redefine luxury, providing privacy and comfort at every step of the journey.

From private transportation to exclusive accommodation, we offer a level of luxury that ensures your every need is met.

Meet Our Authoritative Guides from Luxo Italia

Luxo Italia originated from the passion of two friends — Paul Lewis and Andrea Degasperi.

Paul Lewis pairs his expertise in designing itineraries with his love for fine wines and dining with Andrea’s hospitality industry knowledge and passion for travel and authentic Italian cuisine to lead the Luxo Italia team and create personalized, immersive, and exclusive journeys through Tuscany’s wine culture.

Find out more about the two and how they can create the perfect private wine tour for you.

Frequently Asked Questions – Private Wine Tour of Tuscany

Daytime sunlight drone view of a Tuscan winery

What is Wine Tasting Etiquette in Italy?

There are a few pieces of noteworthy etiquette to keep in mind while wine tasting in Tuscany:

  • Always hold your glass by the stem
  • Swirl the contents to release the aromas of the wine
  • Smell the wine to identify the ingredients
  • Share how the wine made you feel

Is Tuscany Good for Wine Tasting?

With many world-famous wines and diverse wine regions, Tuscany is one of the best places in the world for wine tasting.

What is the Most Famous Wine from Tuscany?

Chianti is one of the most famous wines of Tuscany. In fact, the Chianti Road is the region’s iconic scenic route, where you’ll find breathtaking views of vineyards and old Tuscan villages.

Do You Need Reservations for Wine Tastings in Tuscany?

Not all wineries require reservations, though it’s a good idea to get in touch with the winery beforehand to ask.

How Do You Travel Between Wineries In Tuscany?

Though one of the most flexible ways to travel between wineries in Tuscany is by rental car, we recommend taking private transportation through a guided wine tour.

How Do I Plan a Wine Tour In Italy?

One of the best ways to plan wine tours in Italy is with a knowledgeable private tour company that can provide access to exclusive wine tastings and plan complex itineraries to optimize your trip.

We also provide access to Italy’s best luxury hotels and luxury villas , offering a one-of-a-kind experience for our guests who prioritize luxury wherever they stay.

Get in touch with us here at Luxo Italia and find out more about our Italy wine tours in 2023.

If you’re considering a private wine tour of Tuscany, Luxo Italia presents thoughtfully designed itineraries to guarantee an unforgettable experience in one of the most diverse and exciting regions in Italy.

With our unique, custom travel packages, you’ll get to enjoy an intimate and personalized experience like no other, as well as the best wine tasting in Tuscany.

We invite you to take the next step and contact us here at Luxo Italia to book your trip.

Design your luxury tour.

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Tuscany wine tours reveal hidden gems

Discover Bolgheri’s Bordeaux blends, the subtleties of Sangiovese and some surprise whites in Tuscany. Tuscany wine tours take you from the seaside, where the Mediterranean does its magic on the classic Bordeaux varietals to create the now legendary Super Tuscan wines, to the pulsating heart of Chianti with many vinous wonders in between. Tuscany has it all: from stunning seascapes to the medieval warring cities of Florence and Sienna, and walled hilltop villages surrounded by verdant rolling countryside, old stone villas, olive plantations and glorious vineyards, making it unique for unforgettable wine tours. Italy, Tuscany, are truly a match made in vinous heaven!

Tours Suggestion in Tuscany

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Wine tours in Tuscany range from visiting the birthplaces of the superbly structured Super Tuscans made from the Bordeaux varietals in the Bolgheri DOC next to the Mediterranean to discovering the various inland takes on the Sangiovese grape of Chianti DOCG , including the Chianti Classico DOCG heartland, Vino Nobile de Montepulciano DOCG and Brunello di Moltalcino DOCG . Chianti Classico is the oldest official wine region in Italy, which celebrated its 300th anniversary in 2016 and is the cradle of the Sangiovese grape that continues to shine. Learn how Vino Nobile de Montepulciano, made from Prugnolo (a clone of Sangiovese) became the first Italian wine to be awarded the most prestigious DOCG classification on a bespoke Tuscan wine tour. The region also has yet another Sangiovese clone – Brunello, which makes the wonderfully long-lived reds of Brunello di Moltalcino.

A Super Tuscan wine tour details the remarkable story of how Bolgheri shocked the wine world with premium quality Bordeaux-based blends with Mediterranean magic in the mix. The likes of Cabernet Sauvignon and Merlot simply thrive on the coastal sites. Some of Italy’s most iconic wines of all hail from here, such as Sassicaia and Ornellaia, which are an integral part of the best wine tours. Tuscany is the land where both local and international varieties meet and are free to express themselves in their various guises, making Toscana one of the best Italy wine tours. Tuscany never ceases to amaze wine lovers.

But Tuscany is not only about red wines thanks to the vibrant high-altitude whites from Vernaccia di San Gimignano DOCG from the namesake town, often dubbed the ‘Medieval Manhattan’ thanks to its many magical towers.  Vernaccia di San Gimignano has the privilege of being the only white wine DOCG in Tuscany with its floral and vibrant profile. However, Vermentino can handle the Bolgheri heat and makes some expressive and full-bodied whites that are worth discovering on private wine tours. Tuscany as a whole is blessed with warm days and cool nights, so the vines planted high up on slopes get ideal exposure to the sun, resulting in wines that capture that fine balance between fruitiness and freshness.

The best wine tours in Tuscany often include a gastronomic side: you will understand how the local cuisine provides the perfect partner to vast and varied wines, and your guide will explain how to match the Italian vino with delectable local dishes, such as ribollita , a delicious vegetable soup that makes the most of stale bread; wild boar  stew made from the Cinghiale  that populate the dense scrubland of Maremma and the forests further inland around Chianti and Montalcino . Our private Tuscany wine tours will also help guide your palates and enable you to appreciate the complexity of Tuscan wine in all its shapes and forms. All this is just scratching the surface of what is offered on a spectacular Tuscany wine tour. Tuscany, Italy awaits!

Exclusive private wine tours in Tuscany

Thanks to our close partnerships with the leading local travel agencies of each wine-making region in Italy, we have compiled the finest collection of wine tours in Tuscany to make the planning of your next trip easy and hassle-free. If you don’t find the perfect one for you among our suggestions below, a local travel expert can help you create a fully-customized wine trip to suit your preferences and needs. Get ready for an unforgettable experience!

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Luxury Tuscany Wine Tour, 7 days

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A week-long Tuscany Wine Tour starting and finishing in Florence promises an immersive experience. Picture yourself wandering through picturesque vineyards, sipping on exquisite wines, and indulging in the rich flavors of the region. From renowned appellations to hidden gems, it’s a wine lover’s dream. The blend of culture, history, and, of course, delicious wine makes this journey truly unforgettable. Get ready for a week of Tuscany’s finest!

Day 1 – Private Art Guided Tour & Gourmet Dining – Your journey begins with a warm welcome from your English-speaking chauffeur at the FLR airport, whisking you to a luxurious hotel in Florence’s historical center. After settling in, your private art guide takes you on a captivating 2.5 hours walking tour tour. A welcome aperitif sets the tone for an exploration of Florence’s gems, including Ponte Vecchio and Piazza della Signoria. As you navigate the “Centro Storico,” hidden gourmet gems await, enhancing the charm of the cobblestone streets and lively atmosphere. The city’s rich artistic history unfolds, creating an enchanting backdrop. In the afternoon, savor a glass of wine on a stylish terrace or dive into shopping and sightseeing. The highlight? A culinary masterpiece at Cibreo, led by the poetic and wizard-like chef, as acclaimed by The New York Times. His culinary expertise makes this dining experience truly exceptional. Your time in Florence promises a perfect blend of sophistication and cultural richness.

Day 2 – Chianti Classico Wine Tasting (change of hotel)  – Your day begins with a sumptuous full breakfast at your hotel, setting the perfect tone for what lies ahead – a wine tasting extravaganza in the Chianti Classico region. Your chauffeur, your guide to the day’s adventures awaits at 9am to escort you through the enchanting Chiantigiana route, a journey into the heart of Sangiovese territory. After visiting a lovely medieval hilltown, stop at a top-rated family winery where a private tour unfolds. Explore the vineyard, cellar, and the nuances of winemaking before indulging in a tasting of their finest wines. But it doesn’t stop there – experience the depth of flavor with Balsamic Vinegars and Olive Oils, adding a unique touch to your palate. Your exuberant host guides you through the property and a great lunch! Each dish thoughtfully paired with the aforementioned wines, making it a culinary symphony. Post-lunch, the picturesque town of Siena beckons. Your personal art guide unveils the secrets of Siena through an “insider’s tour,” leading you to hidden corners of this enchanting town. Once your senses are filled with art and history, your castle hotel awaits by 4pm on the Chianti hilltops. The evening is yours to explore the hotel’s restaurant, promising a serene and charming retreat. A day intricately woven with wine, gastronomic delights, art, and the timeless beauty of Chianti – it’s not just a journey; it’s an immersive experience in the heart of Tuscany.

Day 3 – Montalcino & Montepulciano VIP Wine Tastings – What an extraordinary day awaits you! After a delightful breakfast, at 9am your chauffeur sets the stage for VIP Wine Tastings in Montalcino and Montepulciano. Montalcino, famed for Brunello di Montalcino wines, beckons with a VIP visit to the prestigious Poggio Antico estate. Before the winery, a quick stop at the 9th-century Abbazia di Sant’Antimo adds a touch of history. At Poggio Antico, explore barrel caves, installations, and relish breathtaking views. The tasting includes Brunello “Riservas” and Rosso di Montalcinos, a sensory journey into the heart of Sangiovese Grosso. Lunch at the winery’s restaurant promises a culinary treat. The journey continues to Montepulciano, an Etruscan gem perched on steep hills. Explore its charming streets, enotecas, and historic palaces. Visit a top estate like Valdpiatta or Avignonesi for a tasting of Vino Nobile wines, basking in the DOCG certification. As the afternoon unfolds, enjoy free time in Montepulciano before the transfer back to your castle hotel by 5pm. A day of exquisite wines, historical marvels, and the enchanting landscapes of Tuscany – it’s a journey for the senses!

Day 4 – To Maremma (change of hotel)  – Embarking at 9am on a captivating journey, today marks your venture southwest to the mystical Maremma, a somewhat undiscovered gem in Tuscany. Renowned locally for its glamorous Tyrrhenian sea beaches and the opulence of Porto Argentario’s millionaire’s yachts, Maremma has an intriguing facet that often surprises non-Italians – the ‘butteri’ or cowboys. In a legendary showdown in 1911, these butteri famously outperformed Buffalo Bill in a colt-breaking contest, adding a unique charm to the region’s cultural tapestry. For wine enthusiasts, the proximity to Bolgheri, home to renowned names like Ornellaia and Sassicaia, adds a layer of allure. However, today’s focus is on soaking up the rich culture of Maremma. Your exploration includes visits to Montemerano and Pitigliano, two charming towns with their own stories to tell. Lunch is a treat in Pitigliano, often referred to as Italy’s “Little Jerusalem” due to its significant Jewish heritage and an ancient synagogue that graces its streets. As the day unfolds, the journey leads you by 5pm to a country villa-style hotel, a former aristocratic hunting lodge that now stands as a luxurious five-star haven in Southern Tuscany. Here, culinary excellence takes center stage with Alain Ducasse, France’s most celebrated chef, serving as a consultant. His Tuscan-inspired creative menu adds a gourmet touch to your stay, promising a delightful fusion of history, culture, and luxury. In Maremma, each moment is an exploration, and this chapter of your Tuscan adventure promises a tapestry woven with tales of cowboys, beaches, and the exquisite flavors of the region.

Day 5 – To Bolgheri for VIP Wine Tastings at Petra & Ornellaia –  Embark at 9am on a day dedicated to the opulent world of Super Tuscans, where the last three decades have witnessed the rise of small “garage” style wineries producing some of the world’s most exceptional and, quite notably, expensive wines, reaching a staggering 400 euros a bottle! This extraordinary journey begins with a visit to Petra, a winery designed by the famed architect Mario Botta. Here, the convergence of art and wine creates an atmosphere that transcends the ordinary, elevating the tasting experience to a sublime level. The odyssey continues to Ornellaia, nestled in the castle-crowned village of Bolgheri, renowned as one of Italy’s premier cellars. Ornellaia’s wines are not just beverages; they are expressions of passion, craftsmanship, and the terroir. The symphony of flavors and aromas unfolds, leaving an indelible impression on your palate. Post-wine “breakfast,” a gastronomic haven awaits at Ombrone, a converted 13th-century olive oil mill. The hosts, radiating charm, treat you to an olive oil tasting before presenting a Tuscan-style lunch. Each dish tells a story, and the setting within this historic mill adds a layer of authenticity to the culinary journey. As the afternoon stretches before you, the choices are abundant. Perhaps a leisurely exploration of the beaches of Maremma, where the Tyrrhenian Sea meets the Tuscan shore, beckons. Alternatively, immerse yourself to the lap of luxury at your hotel, letting the day unfold at your pace. In Bolgheri, today isn’t just a destination; it’s a sensory voyage through the finest wines and flavors that Tuscany has to offer. A day to savor, appreciate, and create lasting memories in the heart of Super Tuscan territory

Day 6 – Return to Florence via San Gimignano – Start at 9am a perfect end to your Tuscany adventure awaits as you journey back to Florence, with a delightful stop in the captivating medieval village of San Gimignano. Often referred to as “the Manhattan of Tuscany” due to its many medieval towers, this picturesque gem is nestled amidst the rolling hills covered in vineyards, olive groves, and historic villages. As you drive northeast from the wild Maremma, San Gimignano emerges on the horizon. Take a leisurely break to explore this enchanting village at your own pace. Wander through cobblestoned streets adorned with ristoranti, wine shops, and charming ceramic boutiques. Explore medieval palaces and art museums, absorbing the rich history and culture that permeates the air. Before leaving, perch yourself on a terrace and indulge in the local white treasure, Vernaccia di San Gimignano. The panoramic views and the delightful flavor of the wine create a serene moment in this medieval haven. Upon your return to Florence by 4pm, settle back into the same lovely hotel that welcomed you on your first night. This evening is yours to enjoy the city’s charm one last time. For dinner, consider Enoteca Pinchiorri if you seek the expertise of a famed Michelin-starred chef or La Giostra for a charming and lively atmosphere. Alternatively, consult your driver for personalized recommendations and savor your final night in Florence. A perfect finale to an unforgettable Tuscan journey.

Day 7 – Arrivederci…! – Your incredible wine tour of Tuscany comes to a close, filled with tastings in Chianti, Montalcino, Montepulciano, Super Tuscanand the enchanting San Gimignano. As you bid farewell, carry with you not just gourmet goodies but a profound appreciation for Tuscan wines, art, and architecture. Your driver is ready to transfer you to the airport, marking the end of a journey that blended the richness of local flavors with the timeless beauty of Tuscany. Until next time, may the memories of this extraordinary tour linger like the aftertaste of a fine Tuscan wine. Safe travels!

  • All luxury Transportation and transfers for 7 days/ 6 nights by Mercedes-Benz with a/c
  • English speaking driver & wine guide
  • Local certified art guides in Florence and Siena
  • All accommodation in luxury hotels (superior 4 and 5 stars) in superior rooms and junior suites
  • 6 Full Breakfasts
  • 3 wonderful wine country Lunches with wines, mineral water
  • 1 spectacular welcome dinner with extra special wines selected
  • Welcome aperitif cocktails
  • Professional Wine Tasting Presentations with Winemakers/Owners/top staff
  • All VIP Winery Visits and Wine Tastings: minimum 5 Boutique and Premium wineries incl. SuperTuscans, Brunello di Montalcino and Chianti Classico
  • Bottled water & wifi available during the drives

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Tour Tuscany

Welcome to Tour Tuscany!

A chianti classico winery offering wine tours, degustations & more in the tuscan rolling hills, launch into adventure at this tuscan leafy sanctuary, where ancient italian tradition meets modern organic technique and utmost care for nature..

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Light Lunch

Italians say that food and wine are inseparable companions at any table – a mosaic of sorts, and one does not exist without another. We truly believe in this notion and would like to offer you a possibility to learn some simple and traditional recipes in Montemaggio while touring the Tuscan area, sipping your new favorite Chianti Classico wines .

wine tasting tour tuscany

Tour Tuscany and explore the vineyards, enjoy wine tastings and degustations with sampling our different products.

Other estate activities, embrace tuscan vibrant culture.

wine tasting tour tuscany

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The Perfect Summer Road Trip in Chianti Classico

Discovering tuscany: a journey through its finest wine destinations, savor the flavors of tuscany: perfect summer recipes to pair with rosè sangiovese.

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Wine tours in Tuscany - About Angie - +39 3333185705 - [email protected]

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Are you a Tuscany Wine Tours lover?

No matter where someone is from or how extensive his or her background is in  wine tasting , there is one thing that all Tuscany wine tours lovers  have in common: A real Tuscany wine tours lover is fascinated – even moved – by the art of tasting a Chianti wine, especially organic Tuscan wines in the wonderful Tuscan countryside.

10% off season discount until March 30th for all the wine tours ! Use OFFSEASON24 promo code.

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Where To Go

Top 3 Tuscany Wine Tours

Tuscan wine tour, 3 chianti wineries.

€ 190,00 p.p.

Tuscany Wine Tour, 4 Chianti Wineries

€ 260 p.p.

Special Tuscan Wine Tour

€ 280,00 p.p.

wine tasting tour tuscany

Our wine tours from Florence to Tuscany are considered the Best wine tours in Tuscany , because we started back in 2003 when there were only 3 wine tours operators to provide wine tasting from Florence. For this reason we had the opportunity to carefully choose the Best Tuscan Wineries in Chianti and other renowned wine regions.

Are You in Florence for a Few Days?

Don’t miss the best vineyards tours in tuscany, italy..

Transform your Tuscan getaway into an unforgettable adventure with our exclusive Tuscan wine tour from Florence . Immerse yourself in the breathtaking landscapes, rich history, and exquisite flavors of Tuscany. Join our small group wine tour Tuscany, where intimacy and personalized attention create a truly special experience. Taste the essence of the region with a Tuscan wine tour that promises not just a journey, but a lifetime memory. Don’t just visit Tuscany—feel its heartbeat through its vineyards and wines. Book now and let the magic of Tuscany countryside enchant your soul.

Come to discover our Tuscan Wine Tours !

About the tours

Wine Tours from Florence to Tuscany

Our Wine Tours from Florence to Tuscany where you will get a feel for the Tuscan countryside, learning about different tuscan wines, terroir, local food , culture of the Chianti region while you experience the beautiful landscape.

Discover the Magic of Tuscany with Our Wine Tours from Florence

Take an enchanting journey from Florence to the heart of Tuscany with our exclusive Tuscany wine tours. Immerse yourself in the breathtaking Tuscan countryside, where every twist and turn reveals stunning landscapes and timeless beauty.

Tuscany Wine Tours from Florence

We are focused on wine tours from florence to tuscany, especially organic and biodynamic wines.

We do wine tours in all the wine areas of Tuscany such as Chianti wine tour, Brunello wine tour, Nobile di Montepulciano wine tour, Vernaccia di San Gimignano to mention just the most popular wine tours to Tuscany.

Best Tuscany Wineries and local food:  wine and lunch

Our tour guides and wine sommeliers

Your wine experience will take place in the gorgeous tuscan countryside, guided by the best and fun wine lovers tour guides and  professional sommeliers of Tuscany .

A Wine Tasting Adventure

After many years of experience in wine tours from Florence to Tuscany, I have selected the best red and white wines of Tuscany so that you will have the best winery experience.

Included in the tuscan wine tours, Lunch with the best delicious tuscan food paired with local red wines such as Chianti and Super tuscan. Best part of the day!

angela

Tour operator, Florence

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▪️Top rated wine tours on Tripadvisor & Airbnb in the Chianti region!🏅 ▪️Buy Wine🍷 ▪️Book your tour on our website below ⬇️

Testimonials

Our Client’s Words

You can read here what some of our clients had to say about our Tuscany wine tours. Imagine what we could do for you!

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Included in all our Tuscany Wine Tours

  • English speaking wine and food expert guide
  • Wine tasting in special wineries
  • Extra virgin olive oil tasting
  • Three cellar tours
  • Map of Tuscany wine regions
  • A brochure about Tuscany and its wine regions
  • Air conditioning mini van
  • Lunch in a local restaurant or at the winery
  • All local taxes

Angie’s blog

My name is Angela and this is my Tour Operator business specialized in Tuscany wine tours in Chianti and Super Tuscan wines . I studied for the sommelier qualifications recognised by the Province of Florence. In 2005, I set up my own company, TuscanyTourTime snc., based in Florence, and began offering minibus tours of the Tuscan wine territories.

Creating Tuscany wine tours is a result of my main passion for wine and for the wine countryside, so I’ll be happy to accompany you in exploring this beautiful wine territory as an old friend who will help you discover the most authentic parts and will assist you to fully understand Tuscan wine, be it a Chianti Classico, Brunello, Nobile di Montepulciano or a Super-Tuscan wine.

My wine tours from Florence to Tuscany are designed with special care, selecting only the finest vineyards that produce excellent wines and where possible organic quality wine.

Here, in my blog, I’ll tell you my point of view on wines and Tuscan tastes. Enjoy the reading!

Chianti wine cellar

Chianti Region: Discover the Charm of Tuscany’s Premier Wine

Discover the charm of Chianti with our exclusive wine tours. Immerse yourself in the rich history and breathtaking landscapes of Tuscany’s premier wine region. Our expertly guided Chianti wine tour offers an intimate and educational experience, complete with Chianti wine tastings at prestigious wineries. Book your tour today and experience the best wine tasting in…

a winery overlooking the vineyards

Discovering the Varieties of Chianti: A Comprehensive Guide

Discover the diverse world of Chianti wines in Tuscany, from the classic Chianti DOCG to the prestigious Chianti Gran Selezione. Join our exclusive Chianti wine tours and indulge in unforgettable wine tastings, explore historic wineries, and immerse yourself in the breathtaking beauty of Tuscany’s vineyards. Book your tour today and experience the magic of Chianti…

minivan and customers in Tuscany countyside

Celebrating 20 Years of Unforgettable Tuscany Wine Tours: Heartfelt Reviews from Our Journey

Celebrating two decades of extraordinary wine tours, this article delves into heartfelt reviews from our cherished guests. Reflecting on our journey from a single second-hand minibus to becoming Tuscany’s premier wine tour agency, we highlight the exceptional experiences and authentic connections that set us apart. Join us as we relive twenty years of unforgettable moments,…

florence vineyard tour: view in the countryside through a window

Tuscany 2024: the best Florence vineyard tour

Tuscany, a timeless tapestry woven with vineyard-laced landscapes and Renaissance beauty, remains a pinnacle of travel aspirations. In 2024, the region’s tour offerings promise to transcend typical itineraries, catering to connoisseurs of fine wines and seekers of unique experiences. Here’s your insider guide to the most innovative and captivating tours across Tuscany, each designed to…

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Life is Grape in Tuscany

Premium wine tours from florence exclusive small groups of max 8 people guided by local wine professionals.

Grape Tours in Florence is run by a bunch of Italian wine lovers.

With 20 years of experience, our premium guided wine tours go to some of the best wineries.

We support family-run wineries that are sustainable and offer high-quality wines.

The meeting point in central Florence is at our office,

now also a renowned  Wine & Cheese Bar  that you can visit at the end of your tour.

Finally, you can collect wine on your tour and ship your bottles home .

Take a moment to explore our selection of 9 distinct wine tours and choose the experience that suits you best.

Small Group Wine Tours from Florence

With a max group size of 8 people

discover the wines & foods of Tuscany

on one of our 9 different wine adventures:

Dario Cecchini in Panzano in Chianti

Signature tour

Super chiant i.

When:   All year

Days:   Monday-Saturday

Time:   Start from Florence  at 9, 9.30 or 10 am - 7 hrs 

Size:   Max 8 pp

Price:   € 210  

SUPER CHIANTI

This is a delightful day trip to explore the rich flavors of the region just south of Florence, immersing yourself in its time-honored traditions of exceptional wine, olive oil, cheese, and meats.

Your journey will take you to two distinct organic wineries, where you'll gain insight into the concept of terroir, unraveling the secrets behind the production of Chianti and Chianti Classico. Your Grape guide will expertly guide you in distinguishing the unique characteristics of each wine.

Indulge in an extraordinary lunch at the renowned butcher Dario Cecchini, savoring traditional dishes and the iconic Bistecca.

In the morning, experience a tasting of at least 4 wines at a family-run winery in Chianti Fiorentino, followed by another tasting of 4 wines at a traditional Chianti Classico winery in the afternoon. Return with a full belly and cherished memories of Tuscany's enchanting wine country.

Grape Tours Tuscan Wine Time winery tour

Grape Classics

  wine time.

When:  All year

Days:  Every day

Time:   Start from Florence  at 10.15 am - 5.5 hrs

Price:   € 170

WINE TIME 

Escape the city and become part of our delightful half-day Wine Time tour, venturing into the charming Chianti Montespertoli region to explore two distinct family-owned wineries.

Immerse yourself in the rich history of winemaking in Tuscany, uncover the secrets of local grape varieties, and, most importantly, delve into the wine cellars as you absorb captivating stories from the passionate winemakers.

Indulge in the sensory delight of tasting at least 8 different wines, and savor a delectable home-cooked Tuscan lunch at the second winery, creating an unforgettable experience for your palate.

Corzano & Paterno's master cheese maker with the Buccia di Rospo cheese

Grape CLASSICS

Chianti & cheese.

When:   April-October

Days:   Monday-Friday

Time:   Start from Florence  at 9.45 am - 7 hrs

Price:   € 19 5

CHIANTI & CHEESE  

Embark on a leisurely excursion through the scenic Chianti and Chianti Classico region, exploring small organic wineries dedicated to crafting exceptional wines. Enjoy visits to three distinct wineries, indulging in multiple wine tastings throughout the day.

Experience a farm-to-table concept for lunch at a "natural wine" organic farm, where you'll relish a delectable three-course Tuscan meal.

The third winery will treat you to an award-winning dairy visit, offering a taste of some of Tuscany's finest cheeses alongside the concluding wine tasting of the day.

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Grape CLASSICS 

TRADITION CAMPO SASSO & CO

When:   March-October

Time:   Start from Florence at 9.15  am - 6.5  hrs

Price:   €185  

Join in on this delightful day trip to the heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils at Campo Sasso farmhouse. Gain insights into the olive oil-making process, learn the art of tasting, and discern the characteristics of an exceptional olive oil.

The journey continues to a panoramic spot nestled on the ridges of the Chianti Classico mountains. Explore an organic-certified winery committed to biodynamic agriculture, with a cellar tour and a tasting of four wines.

Proceed to another enchanting winery in a picturesque location. At this small, family-owned vineyard, savor three more wines paired with a delectable three-course Tuscan lunch.

Carmignano wine tour with Grape Tours from Florence

When: April-October

Days:   Saturday

Time:   Start from Florence  at 9.45 a m - 7 hrs

Size:  Max 8 pp

Price:   € 18 5   

CARMIGNANO MEDICI WINES & VILLAS

Embark on a journey to the quaint DOCG region of Carmignano, where the cultivation of Cabernet dates back to the Renaissance! Immerse yourself in the rich history of the Medici family, woven into the fabric of Carmignano.

Explore two historic estates that now specialize in crafting top-tier organic wines.

Delight in the scenic vineyards and charming cellars throughout the day, indulging in tastings of exceptional wines, exquisite olive oil, and a freshly prepared lunch in a picturesque setting.

Panzano in Chiani on a Tuscan Wine Tour with Grape Tours

ELITE Experience

CLASSICO GRAND CRU

When:  April-October

Days:  Monday ,Thursday & Friday

Time:   Start from Florence at 9 am - 9 hrs

Price:   € 28 5

Venture on an exclusive semi-private day trip from Florence that grants you exclusive access to the inner workings of Tuscany's renowned wineries. Guided by our expert Grape guide, you'll traverse between estates, savoring private visits and tastings of Tuscany's most coveted wines.

Indulge in a sumptuous 3-course lunch set against the panoramic backdrop of Lamole, complemented by three additional wines crafted from the surrounding vineyards. A brief stop in Panzano allows you to marvel at the oenological wonders nestled in the Conca d'Oro valley.

Brunello di Montalcino at Le Chiuse on a wine tour with Grape Tours

ELITE Experience 

Brunello di montalcino.

Days:  Tuesday & Saturday

Price:   € 285

BRUNELLO di MONTALCINO

Embark on a comprehensive semi-private day trip to Montalcino, the birthplace of the revered Brunello di Montalcino. Immerse yourself in the region's rich viticultural heritage as you explore three wineries of varying sizes, situated in different areas around Montalcino.

Engage with owners and vineyard workers, savoring the wines at their origin.

Delight in a delectable lunch at the second winery, thoughtfully paired with several of the estate's finest wines. Make a brief stop in the charming Montalcino town to absorb the village's unique atmosphere.

View over San Gimignano on a wine tour with Grape Tours

SAN GIMIGNANO

Days:  Wednesday

Time:   Start from Florence  at 9 am - 9 hrs

TOWERS of SAN GIMIGNANO

Join us on a captivating journey to the enchanting town of San Gimignano, and indulge in a visit to one of the most distinguished wineries in this white wine region, celebrated for its unique approach and exceptional wines.

Proceed to a charming winery restaurant, where a delightful feast awaits, complemented by wines sourced from the renowned Chianti Classico.

Conclude your day at a splendid castle, where you'll explore the picturesque grounds and historic cellars, culminating in a memorable wine tasting within the castle's elegant rooms.

Winecountry in Montepulciano on a tour with Grape Tours

NOBILE DI MONTEPULCIANO

Days:  Thursday

NOBILE di MONTEPULCIANO

Embark on a unique journey to explore the captivating southern Tuscan wine region of Montepulciano. Our adventure begins with a visit to a family-owned winery in Montepulciano, boasting breathtaking views and exceptional wines.

Indulge in a delightful lunch at our favorite restaurant in the region, offering a culinary experience that will surely leave a lasting impression. A leisurely walk through Montepulciano follows, allowing us to savor the charming surroundings.

In the afternoon, our exploration continues with a visit to another outstanding winery in Montepulciano, ensuring a truly unforgettable day in this remarkable region.

wine tasting tour tuscany

View some of the wineries we work with here

Exclusive private tours.

We organize all-inclusive private guided wine tour experiences.

Pierre Gouttenoire of Grape Tours

In Tuscany with Grape Tours

Visit 2 to 3 great wineries on a private escorted tour with our Grape guide in a region of your interest. Chianti Classico, Montalcino, Montepulciano, San Gimignano, Carmignano, Bolgheri...all the best wine regions 

Grapetrotters Journeys

Come on a Grapetrotters adventure with Grape Tours, multiple-day tours exploring renowned French regions like Bordeaux, Champagne, Rhone Valley, and Italian regions such as Sicily, Piemonte, and Veneto. Take a sneak peek at our carefully planned itineraries, and contemplate the possibility of joining us for an unforgettable journey:

Florence Meeting Point & Contact

All tours meet in central Florence: Via dei Renai 19 / 23R.

You will see the sign for our   Cheese & Wine Bar  "Formaggioteca Terroir" that you are also very welcome to visit after your tour to sip an extra glass of wine or to browse excellent wines to ship back home.

Ask a Grape Question: [email protected]

Grape phone number (unless urgent, we prefer you shoot us an email): +393337229716

Our guests have been amazing!

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  • Wine Tasting

Wine Tasting in Tuscany

Discover the flavors in the tuscan vineyards.

all of Tuscany has something special to offer

Tuscany provides several wonderful opportunities to discover why its wines are so good - through organized wine tours , cooking lessons, wine tasting and wine cellar tours. The true beauty is you can discover Tuscany and its wines on your own , wandering the many zones in the four corners of the region, to find the mix of grapes, the style of vinification or even just the “ look ” of the wine that best suits your taste buds .

Undoubtedly, Chianti classico and the neighboring area of Chianti, just south of Florence , is one of the best known valleys and wine producing areas. Offering a wide selection of labels, production styles and recipes that exalt the Sangiovese grape which date all the way back to 1716 and beyond.

But the choices expand from here to include other zones in the south which are just as noteworthy for their award winning fragrance, colors and above all their flavour . Just think of Brunello around the small hamlet of Montalcino , a rich full-bodied wine with a distinct personality and longevity. Further east, one enters into the zone of Vino Nobile, which is produced near Montepulciano . The Orcia DOC , the newest addition to a long list of spectacular flavors, is nestled between the two above mentioned greats, working on establishing a reputation.

And it doesn’t stop here, travel the full length of Tuscany north to south, east to west and you will meet with several variations on a theme, where grapes are the theme and the variations include the wines of Morellino Scansano, Lucca and Montecarlo, Cortona and even along the coast in the area of Bolgheri . Many of these areas are well organized with itineraries mixing traditional flavors and wines with the " Strada del vino ".

Browse our articles below for some helpful ideas when planning your wine tasting itinerary while visiting Tuscany.

Related Sections

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  • Thermal Baths
  • Fun for Kids
  • Wellness & Spas

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wine tasting tour tuscany

Viticcio: The Passion Behind a Chianti Classico Vineyard

Excellent wines start from the ground up! A visit to the Viticcio vineyards, within walking distance of Greve in Chianti, will charm you with their family run operation and tease your taste buds with their award winning vintages. Read and then book your wine tasting tour.

wine tasting tour tuscany

Visit Dianella's Wine Cellar and Taste its Wines

The wine cellar at Dianella Wine Resort is simply spectacular! Enjoy a private visit to the wine cellars, with tastings of its wines and local specialties right after, as part of your itinerary in Tuscany.

wine tasting tour tuscany

The Ultimate Chianti Wine Experience at La Lastra

The winery & olive groves of the organic farm La Lastra are within walking distance of the heart of Siena. Here, that you can indulge in the ultimate wine experience: tour the vineyards, then the wine cellar before indulging in a guided tasting of their organic wines before ending with a homemade Tuscan lunch. An interesting and fun experience to learn about life on a Tuscan wine estate.

wine tasting tour tuscany

Wine Tastings and Winery Tours

Do you want to go wine tasting at Tuscan wineries without having to worry about driving? Then join a group tour! You get driven to local wineries, with wine cellar visits, lunch or dinner included and many more options. Take a look at the tours offered in partnership with Viator.

Top Wine Tasting & Winery Tours in Tuscany

wine tasting tour tuscany

Wine Tasting without Driving

No need to navigate the roads, find the address or worry about exceeding your limit.  It is easier than you think with lots of options throughout Chianti ... here are our suggestions for wine tasting without a car

wine tasting tour tuscany

Wine & Dine in Florence

Time is limited but you are passionate about Tuscany and Italian wines? Try combining dinner with a wide selection of lables from the region.  Here is a review of one of our favorite Florentine options to good food with authentic recipes and a wine list that includes big and small vineyards.

wine tasting tour tuscany

Montalcino: A Brunello Wine Tasting Itinerary

The zone for Brunello wine is concentrated in an area around Montalcino, filled with small towns, magical landscapes and vineyards of all sizes. Browse our list of vineyards and add some of our top choices to your wine tasting itinerary in Montalcino.

wine tasting tour tuscany

Wine Tasting in Chianti

Do we really need to say that if you're in the wine region of Chianti, you should do some wine tastings? Thought not, but how, you ask? DIY ? What if you don't want to drive? How about joining a tour or getting a private driver ? Check our suggestions for planning a wine-based itinerary & wine tastings in the Chianti wine region.

wine tasting tour tuscany

Tuscany in a Day: See Siena, San Gimignano and Chianti

One of the best ways to see the top sights out of Florence is to go on a group guided tour which will take you by bus to the top sights: this one takes you to Siena, San Gimignano and Chianti, with a last stop at a winery for a tour and wine tasting before heading back to Florence.

wine tasting tour tuscany

Pointers for Taking Wine Home

There is always them temptation to bring home a few bottles of wine, but the question is: do you pack it in your suitcase, ship it back or wait and buy it duty-free? Read on to find out the best way to get your favorite wines home safe & sound...

wine tasting tour tuscany

Strada del Vino, olio and sapori

Strada del Vino is a collection of wine producers highlighting the unique flavors of Tuscany. Follow select itineraries featuring wine, olive oil & quality products such as cheese, chestnuts, honey, and even traditional recipes.  Read here about these popular wine roads around Tuscany.

wine tasting tour tuscany

Montepulciano: Vino Nobile Wine Tasting Itinerary

When you find yourself touring the area of Montepulciano, you will have to find time to visit the vineyards and cantinas of some of Tuscany’s oldest winemakers: Vino Nobile. Suggestions from the DiscoverTuscany Team for creating your own wine tasting Itinerary in & around Montepulciano.

wine tasting tour tuscany

Val d’Orcia: A DOC Wine Tasting Itinerary

The UNESCO World Heritage territory of Val d’Orcia is one of the magical places to explore while on vacation in Tuscany. The landscapes, with its small picturesque towns and rolling hills, call to you, as well as the delicious wines created in the area! Check our list of wineries to add to your wine tasting itinerary in the area.

wine tasting tour tuscany

Arezzo: Wine Tasting in & around the city

Just south of Florence and east of Siena, the fertile lands of Arezzo provide the exploring tourist several opportunities to taste a type of Chianti dedicated to the discovery of old techniques and new flavours

wine tasting tour tuscany

Chianti: Wine tasting Ideas

Get your glasses ready for the heady perfume of Chianti Classico!  Check out our recommendations for where to go and taste a wide range of variety of wines, tour historic cantinas and have a lot of fun!

wine tasting tour tuscany

Pecorino & Cheese in Tuscany: Buying, Tasting & Bringing It Home

When in Tuscany it is nearly impossible to not taste the delicious and signature cheeses that grace its culinary halls, and that means Pecorino Want to taste some of the best and maybe take it home with you? Read here for where you need to go.

wine tasting tour tuscany

Lunigiana: Strada del vino e Sapori

This northern corner of Tuscany, close to the coast & Cinque Terre, promises a kitchen full of special dishes & wines to savour. Between the recipes protected by SlowFood and the wines with DOC & IGT denominations, you can be sure to find something you will like!

wine tasting tour tuscany

Wine Tasting Along the Coast of Tuscany

Prefer the sandy beaches of Tuscany yet don’t want to miss out on the fantastic opportunity to do some local wine tasting? We have compiled a quick guide to help you select wine cellars for tours & tastings along the coast.

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wine tasting tour tuscany

11 BEST Wine Tours in Tuscany from Florence in 2024

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What are the best wine tours in Tuscany from Florence? How far is Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

wine tasting tour tuscany

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

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11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Many of the best wine tours in Tuscany from Florence book up months in advance

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

wine tasting tour tuscany

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

wine tasting tour tuscany

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

Only the best wine tours in Tuscany from Florence include Chianti Classico tastings

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

wine tasting tour tuscany

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

wine tasting tour tuscany

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

wine tasting tour tuscany

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Some of the best wine tours from Florence include food pairings

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

These wine tours in Tuscany from Florence offers amazing photo opportunties

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

wine tasting tour tuscany

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

wine tasting tour tuscany

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Best Time to Take a Wine Tour in Tuscany?

wine tasting tour tuscany

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is it Worth Taking a Tuscan Wine Tour?

The best time to go on one of these wine tours in Tuscany from Florence is between September and October

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

Can you Visit Wineries On Your Own in Tuscany?

wine tasting tour tuscany

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

  • Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
  • Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
  • Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
  • Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
  • Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

wine tasting tour tuscany

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

Is Florence Good for Wine Tasting?

Most wine tours in Tuscany from Florence leave from the city centre

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Many wine tours in Tuscany from Florence that are 9+ hours allow you to see Tuscany at sunset

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

Jump to the end of the post? No problem!

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

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Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

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Home » Travel Guides » Italy » 15 Best Tuscany Wine Tours

15 Best Tuscany Wine Tours

Tuscany is one of Italy’s most evocative destinations. This region, home to rolling countryside and dotted with antique farmhouses, is famous for being the home of the Renaissance, the beautiful ornate cities of Florence and Siena, and, of course, beautiful art.

But there’s one thing Tuscany is famous for above all else – wine. The area is one of the world’s most notable wine regions, home to the Sangiovese grape, where world-class DOCG wines such as Brunello di Montalcino, Chianti Classico, and Vernaccia di San Gimignano, to name just a few, hail from.

The vineyards which line the hills are alive with activity and waiting for you to visit and discover more about this beautiful region and its delicious fine wines. We’ve put together a post of the 15 best Tuscany wine tours, not only to help you make the most of your trip but to tantalize your taste buds and educate your palette about some of the finest wines Europe has to offer.

1. From Florence: Full-Day Tuscan Wine Tour with Lunch

From Florence: Full-Day Tuscan Wine Tour with Lunch

Enjoy round trip transportation from the beautiful Renaissance city of Florence to two Tuscan wine producers on this exciting 10-hour tour.

First, you’ll get a guided tour of the historical village of Montalcino, where Brunello is made. You’ll visit the cellars and see barrels full of wine that must remain casked for five years before they’re put on sale to the public. You’ll have the opportunity for a tasting too.

Then, it’s a delicious lunch before heading to the second winery of the day, this one in the beautiful Val d’Orcia. As well as wine, you’ll get a taste of locally grown olive oil, before being driven back to Florence.

2. Siena: Half-Day Vineyard Tour with Lunch

Siena: Half-Day Vineyard Tour With Lunch

Don’t miss this incredible tour to the vineyards of Siena, a beautiful city where the historic center is a UNESCO World Heritage site.

You’ll visit a famous estate where Chianti Classico is produced and have the opportunity to wander through the vineyards and descend into the historical cellar.

Then, onto the best part: a traditional lunch made up of local and seasonal ingredients, accompanied by a tasting of four wines and four olive oils.

For foodies and wine buffs, this tour is an absolute must.

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3. Brunello di Montalcino Full-Day Wine Tour with Tastings

Brunello di Montalcino Full-Day Wine Tour

This eight-hour trip combines seeing the best of the gorgeous Tuscan countryside with tasting one of the most refined Tuscan wines – Brunello di Montalcino.

You’ll explore the hills of Montalcino, the village where one of Italy’s most prestigious wines was created from an experiment in the late 19th century. Throughout the day, you’ll visit three wineries, each one offering you a taste of their take on Brunello.

The history of the region will also be showcased on your tour; you’ll visit a Benedictine Abbey and have free time in Montalcino, where you can scale the fortress walls. All that wine tasting means you’ll need to line your stomach – luckily, there’s a traditional lunch at the second winery, where you’ll also have a chance to visit the family-run farm.

4. San Gimignano Private Dinner with Wine Tasting

San Gimignano Private Dinner with Wine Tasting

If you see San Gimingano from afar and squint, you could be forgiven for thinking it’s New York. This extraordinary town is one of the most famous symbols of Tuscany; it’s four towers and medieval walls dominate the skyline of the rolling hills around it.

It also happens to be the perfect place to experience Tuscan gastronomy and wine. Your special dinner will be in a private room at one of the town’s wineries, where you’ll sample a traditional, seasonal menu prepared with the freshest ingredients, accompanied by carefully selected wine pairings.

You’ll be guided through the night by an excellent sommelier, who’ll be on hand to answer all your questions about the wine and food.

5. Sassicaia, Ornellaia and the Coastal Wines

Sassicaia, Ornellaia And The Coastal Wines

Take full advantage of being picked up and dropped off on the doorstep of your accommodation in an air-conditioned minivan on this luxurious 10-hour tour, where you’ll have the opportunity to learn about and taste some of the finest wines of the Tyrrhenian coast, including Sassicaia, Ornellaia, and Masseto.

Your helpful and knowledgeable guide will lead the excursion, which sees you take a guided tour of the Fornacelle winery before stopping for a delicious lunch at the Enoteca Tognoni in Bolgheri.

After lunch, it’s time for another visit to a winery, complete with tasting, before heading back to your accommodation in complete comfort.

6. Montepulciano Wine Tasting and Cellar Tour

Montepulciano Wine Tasting and Cellar Tour

Not to be confused with Montepulciano d’Abruzzo – the name of a grape rather than a wine – Montepulciano is a medieval village in the province of Siena, where five different fine wines are produced.

You’ll get a chance to head down into the wine cellar, where you’ll see the quality wood which is used to age Montepulciano’s red wines.

Of course, you don’t have to enjoy the wine on its own. You’ll be presented with a plate of delicious local cheese, cold cuts of meat, and rustic bread, all ready to have locally produced olive oil drizzled over it.

7. Tuscan Hills 5-Hour Tasting Tour from Florence

Wine Tasting - Tuscan Hills

This is an enjoyable tour which starts at the doorstep of your accommodation in Florence, where you’ll be picked up by an air-conditioned minivan and accompanied by an expert local guide who will answer any questions you have throughout the day.

On this informative and fun tour, your first stop will be the village of San Casciano, where you’ll try honey made by a local beekeeper, as well as extra virgin olive oil, and, of course, organic wine.

The afternoon will be a truly unforgettable experience; you’ll be welcomed like an old friend by a local farmer and taste the products that they produce and sell.

Round the day off with a comfortable journey back to your hotel.

8. Montalcino, Pienza & Montepulciano Food Tour from Siena

Montalcino, Pienza & Montepulciano Food Tour From Siena

Siena is undeniably beautiful, but everyone needs a break from city life every once in a while. This tour is the perfect opportunity for that break, with a whole day in the Tuscan hills and the Val d’Orcia, strolling through the cobbled streets of quaint villages and tasting the delicious food and wine on offer.

In Montalcino, you’ll explore a wine cellar and see the medieval fortress before marveling at the architecture of Pienza, famed for its pecorino cheese. Your tour will end in Montepulciano, where you’ll have some time to yourself to discover the city before you head back to Siena.

9. Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting

Siena, S. Gimignano & Monteriggioni With Wine & Food Tasting

Any Assassin’s Creed fan will already be very familiar with San Gimignano and Monteriggioni, but for those who don’t spend their time gaming, they’ll still be enchanted by two of Italy’s best-preserved medieval towns.

You’ll have free time to explore San Gimignano and its famous towers in the morning, before heading to UNESCO World Heritage city Siena. You’ll have lunch in Siena, although it’s not included in the tour price. In the afternoon, you’ll continue to the village of Monteriggioni.

After some free time there, you’ll get to a winery in Chianti in the evening. An indulgent end to the day will see you sampling four different wines and balsamic vinegars.

10. Florence: Dinner and Wine Tasting in a Tuscan Villa

Dinner and Wine Tasting in a Tuscan Villa

Pick up from your accommodation isn’t necessary for this tour, as it’s a stone’s throw away from the awe-inspiring renaissance center of Florence. It will feel miles away though, with a tranquil atmosphere and panoramic views of the city.

Settle down to a four-course meal of traditional Tuscan fare in the villa’s garden, complete with olive groves and vineyards.

Not only will you be able to enjoy a fine meal, but you’ll also learn about the process of making wine from a local producer, as well as sampling four different wines and visiting the cellars where they are produced.

11. San Quirico Winery: Traditional Winery Tour

San Quirico Winery

A tour that’s kind on the pocket, this whirlwind 45-minute tour lets you get to know the San Gimignano winery as you wander through the vineyards, before or after being introduced to the process of vinification.

Of course, it wouldn’t be a wine tour without a tasting; the San Quirico tour gives you the chance to sample three of the winery’s organic offerings. Not only will you be presented with a glass of wine, it’ll be accompanied with a delicious side of organic bruschetta.

This tour is a great chance to learn more about a local wine producer. Don’t miss it.

12. Florence: 60-Minute Wine Tasting Tour

Florence: 60-Minute Wine Tasting Tour

Yes, it’s great getting out of the city and seeing the Tuscan countryside, but sometimes you don’t want to spend a lot of time getting to and from places. If that’s you, this is the perfect tour – you don’t even need to leave Florence.

This hour-long tour is held in an Enoteca right in the center of Florence, bringing the best wines from the surrounding areas straight to you, as well as some local cheeses, cured meats, and olive oils thrown in for good measure.

No need to worry about crowds; this tour is limited to small groups so you’ll get the chance for plenty of interaction with your sommelier guide.

13. VIP Small-Group SuperTuscan Wine Tour from Florence

VIP Small-Group SuperTuscan Wine Tour

Super Tuscan wines are a relatively new type of wine (they originated in the 1930s), which consist of locally grown grapes like Sangiovese, which are blended with grapes from other wine producing regions across the world, creating tastes like no other.

Take an air-conditioned minivan from Florence to three Super Tuscan wineries in the Chianti region, where you’ll be led by an expert sommelier guide. You might think you’ve accidentally traveled through time; the first winery is contemporary, but the second will take you back to the middle ages. Take in the differences of the cellars, before heading to the third stop, a boutique winery.

At each stop, you’ll have a tasting. Your knowledgeable sommelier guide will teach you how to tell the difference between Chianti and Chianti Classico, and more importantly, the best wines to go with your favorite dishes.

14. Chianti Wine & Food Safari

Chianti Wine & Food Safari

Want to combine Tuscany’s beautiful landscapes, fine wine, and tasty food into one tour? This is the one for you. You’ll head off the beaten track on this ‘safari,’ with a 4WD vehicle taking you down the region’s backroads to get to the vineyards and farms that are just a little bit harder to access.

There will be food tastings throughout the day, including sheep’s cheeses and salami, as well as eight different wines. An exquisite traditional lunch also awaits you, where you can learn more about the food you’re tasting from your expert guide.

Away from the food, enjoy the panoramas of the Chianti hills and the cobbled streets in the picturesque town of Greve.

This trip is an unmissable opportunity to experience the best that Tuscany has to offer.

15. Tuscany: Helicopter Wine Tour

Tuscany: Helicopter Wine Tour

A real showstopper of a tour, this 3 ½ hour experience will see you get a bird’s eye view of Florence, its most famous monuments, and the Arno River.

After you’ve crossed the Chianti hills, you’ll touch down in the medieval town of San Gimignano, where it’s time for a spot of lunch. You’ll be welcomed at the Tenuta Torciano winery with a champagne reception and the chance to try some fine local wines.

This tour is undoubtedly one of the most unforgettable experiences you’ll have on any trip.

15 Best Tuscany Wine Tours:

  • From Florence: Full-Day Tuscan Wine Tour with Lunch
  • Siena: Half-Day Vineyard Tour with Lunch
  • Brunello di Montalcino Full-Day Wine Tour with Tastings
  • San Gimignano Private Dinner with Wine Tasting
  • Sassicaia, Ornellaia and the Coastal Wines
  • Montepulciano Wine Tasting and Cellar Tour
  • Tuscan Hills 5-Hour Tasting Tour from Florence
  • Montalcino, Pienza & Montepulciano Food Tour from Siena
  • Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting
  • Florence: Dinner and Wine Tasting in a Tuscan Villa
  • San Quirico Winery: Traditional Winery Tour
  • Florence: 60-Minute Wine Tasting Tour
  • VIP Small-Group SuperTuscan Wine Tour from Florence
  • Chianti Wine & Food Safari
  • Tuscany: Helicopter Wine Tour
  • Choose a language
  • Choose a currency

Tuscany, Italy Best wineries to visit

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Explore the top wine tours and tastings in Best Tuscany Wineries

Ruffino 1877 - Winalist

Ruffino 1877

40,00 € - 60,00 €

Arrigoni 1913 - Winalist

Arrigoni 1913

25,00 € - 45,00 €

Castello Di Albola - Winalist

Castello Di Albola

15,00 € - 60,00 €

Castello Di Radda - Winalist

Castello Di Radda

10,00 € - 40,00 €

Fattoria Carpineta Fontalpino - Winalist

Fattoria Carpineta Fontalpino

18,00 € - 50,00 €

Tenuta Casenuove - Winalist

Tenuta Casenuove

25,00 € - 35,00 €

Le Cinciole - Winalist

Le Cinciole

Corte Di Valle Wine and Resort - Winalist

Corte Di Valle Wine and Resort

Villa Travignoli - Winalist

Villa Travignoli

20,00 € - 80,00 €

Castello Di Gabbiano  - Winalist

Castello Di Gabbiano

Podere La Marronaia - Winalist

Podere La Marronaia

45,00 € - 70,00 €

Croce Di Febo - Winalist

Croce Di Febo

Castello Di Oliveto - Winalist

Castello Di Oliveto

22,00 € - 30,00 €

Ambrogio E Giovanni Folonari Tenute - Winalist

Ambrogio E Giovanni Folonari Tenute

35,00 € - 40,00 €

Malenchini Wine Estate - Winalist

Malenchini Wine Estate

40,00 € - 89,00 €

Fattoria Di Romignano - Winalist

Fattoria Di Romignano

15,00 € - 150,00 €

Tenuta Di Capezzana - Winalist

Tenuta Di Capezzana

25,00 € - 40,00 €

Villa La Ripa - Winalist

Villa La Ripa

30,00 € - 50,00 €

Tenuta Adamo - Winalist

Tenuta Adamo

Buccia Nera - Winalist

Buccia Nera

20,00 € - 30,00 €

Fattoria San Michele a Torri - Winalist

Fattoria San Michele a Torri

25,00 € - 170,00 €

Villa Cosmiana  - Winalist

Villa Cosmiana

60,00 € - 120,00 €

Barone Ricasoli - Winalist

Barone Ricasoli

Diadema Winery - Winalist

Diadema Winery

Casato Prime Donne - Winalist

Casato Prime Donne

Rocca Di Montegrossi - Winalist

Rocca Di Montegrossi

10,00 € - 35,00 €

Torre A Cona - Winalist

Torre A Cona

32,00 € - 45,00 €

Marchesi Gondi - Tenuta Bossi - Winalist

Marchesi Gondi - Tenuta Bossi

21,00 € - 50,00 €

Pensieri Di Cavatina - Winalist

Pensieri Di Cavatina

30,00 € - 100,00 €

La Badiola - Winalist

Fattoria Svetoni

40,00 € - 70,00 €

Cantine Melini - Winalist

Cantine Melini

Tenuta Di Vaira - Winalist

Tenuta Di Vaira

Fattoria La Maliosa - Winalist

Fattoria La Maliosa

33,00 € - 45,00 €

Tenuta Belguardo - Winalist

Tenuta Belguardo

15,00 € - 35,00 €

Castello Sonnino - Winalist

Castello Sonnino

Caiarossa - Winalist

40,00 € - 80,00 €

Rocca Di Montemassi - Winalist

Rocca Di Montemassi

20,00 € - 55,00 €

Camigliano - Winalist

20,00 € - 45,00 €

Tenuta Castelnuovo Tancredi - Winalist

Tenuta Castelnuovo Tancredi

Castello di Monterinaldi - Winalist

Castello di Monterinaldi

15,00 € - 165,00 €

Azienda Agricola La Lastra - Winalist

Azienda Agricola La Lastra

Terre Del Marchesato - Bolgheri - Winalist

Terre Del Marchesato - Bolgheri

25,00 € - 48,00 €

Tenuta La Novella - Winalist

Tenuta La Novella

Valle Del Sole - Winalist

Valle Del Sole

35,00 € - 100,00 €

Agriturismo Villa Ulivello In Chianti - Winalist

Agriturismo Villa Ulivello In Chianti

15,00 € - 70,00 €

Rocca Di Frassinello - Winalist

Rocca Di Frassinello

35,00 € - 75,00 €

Bindi Sergardi - Winalist

Bindi Sergardi

Tenuta Il Quinto - Winalist

Tenuta Il Quinto

35,00 € - 50,00 €

Firstglass - Winalist

Azienda Agricola Podere La Regola S.s.

35,00 € - 55,00 €

Campo Alle Comete - Winalist

Campo Alle Comete

Fattoria Lavacchio Bio-winery - Winalist

Fattoria Lavacchio Bio-winery

25,00 € - 90,00 €

Tenuta Sette Ponti - Winalist

Tenuta Sette Ponti

Purovino - Winalist

Fattoria Di Bagnolo

Fattoria Pagnana - Winalist

Fattoria Pagnana

36,50 € - 59,00 €

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Escape to Chianti on the outskirts of Florence - Winalist

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Prestige tasting - Winalist

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Wine tasting in front of the Ponte Vecchio - Winalist

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Florence, Winemaker for a day with Tuscan lunch - Winalist

From €89.00

Glowing reviews

They loved their experience!

Very nice with a good guide who showed production and stock. Very good tasting with competent guide.

It was an unique experience. the vines that we tasted were as smazing as the service and the plate of antipasti! We

Incredibly charming and genuine castle. Pleasant tour of the castle and wine cellar. Generous light lunch and tasting.

Very pleasant moment in a magnificent place highlighted by our guide Isabella.

Jean Claude

We had a great visit. Amazing place and very friendly staff.

Superb tasting and related explanations of the wines tasted and produced by the vineyard! We have adored. Excellent value.

Our host was very knowledgeable. He explained everything very well and answered all of our questions. Tasting was amazing as well along with immaculate views. Hig...

Very happy to have taken the toir in English with Chiara, she was very knowledgeable and kind. The tour of the mansion and gardens was fantastic but the best par...

We had an absolutely fantastic experience with a friendly, knowledgeble and interesting guide and in an environment that was breathtakingly beautiful

Nice place and very helpful and friendly staff. Highly recommended.

We enjoyed a great tour with a little history of the castle and the winemaker, some input on the style and varieties of chianti and answers to all the questions w...

Very nice experience but a knowledgeable and nice guide!

Very warm welcome, great guide, excellent food and great tasting

Perfect wine and ambience.

This wine-tasting had it all! Beautiful setting and an incredibly interesting tour covering both the history of the villa and the science and art of wine-making. ...

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Best Tuscany Wineries

Travel the Tuscan wine route : Chianti, Montepulciano, Brunello di Montalcino or Morellino di Scansano, all these sumptuous red wines will delight your palates and your gastronomic discoveries. The Italy Vineyard Map lets you locate the best wine tours in Tuscany easily! Our Tuscan wine estates will be keen to help you discover their know-how through a visit to the cellars, a wine tasting, or an unusual wine tourism activity. Enjoy a Tuscan wine tasting experience by booking online.

Best cities to visit in Tuscany

Pisa

Best wineries in Pisa

Lucca

Best wineries in Lucca

5 experiences

Florence

Florence wine tours & tastings

57 experiences

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Good to know before visiting the Best Tuscany Wineries

The best time to go wine tasting in Tuscany is between spring and fall, when the weather is mild and the vineyards are in full bloom. During these months, the wineries are open for tastings, and the grapes are in the process of being harvested, giving visitors a unique and intimate look at the winemaking process.

During a wine tasting in Tuscany, you can expect to sample several different wines made by the winery, typically accompanied by a knowledgeable guide who will provide information about each wine and the winemaking process. Tastings typically last between 30 minutes and an hour, and you may have the opportunity to tour the winery and see the wine-making facilities.

It is recommended to visit no more than 2-3 wineries in one day to ensure that you have enough time to fully enjoy each experience. Keep in mind that some wineries may require advanced reservations, so be sure to plan your itinerary accordingly.

It is recommended to make a reservation for a wine tasting in Tuscany, especially during peak tourist season, to ensure that you have access to the wineries and vineyards you want to visit. Some wineries may require advanced reservations, so be sure to check in advance.

  • Arrigoni 1913 with an average rating of 4.8 among 86 reviews.
  • Castello Di Albola with an average rating of 4.8 among 61 reviews.
  • Castello Di Radda with an average rating of 4.8 among 58 reviews.
  • The duration of the experience: The longer the visit and tasting, the higher the cost.
  • The type of visit: Visit to a cellar, wine estate, or distillery.
  • The presence of a guide: A tour guided by an expert, especially over a half or full day, can increase the price.
  • Services included: Premium tastings, number of wines tasted, and additional activities such as wine workshops or meals.

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Girl With The Passport

8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: June 9, 2024

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

Aerial view of the vineyards in Tuscany.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

A great time to visit would be Autumn in Tuscany , especially if you plan to be in Tuscany in September .

2. From Florence: Small Group Wine Tasting Tour to Tuscany

A view of the green vineyards of Tuscany and the rolling hills of the region.

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

girl friends toasting with wine glasses during a wine tasting in venice.

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

A view of the leaning tower of pisa and the white church sitting next to it as people stand near the bottom taking photos. You can see this and more during one of the best Tuscany wine tours from Florence.

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

Vintage red vespa in front of a green bush.

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

Glasses of wine

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

wine tasting tour tuscany

Privacy Overview

CHIANTI WINE TOUR

Wine Experience in Tuscany!

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wine tasting tour tuscany

Daily 9:00am departure from Florence and Tuscany

Small group tour guaranteed

wine tasting tour tuscany

Adults: €150 per person

Students: €130 per person

Children: €120 per person

Infants: €50 per person

We accept all major credit cards:

wine tasting tour tuscany

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Instant confirmation

Lowest price

Available all year round

Departure from Florence

Pick up all over Tuscany

Small group guaranteed

Family & kids friendly tour *

Departure: 9:00 am

Duration: 8 hours

* Kids are welcome! Our team will entertain them with games and activities.

Free Cancellation up to 24 hours in advance

Book online or call

+39 (338) 5922682

+39 (392) 6339101

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info about the tour!

Tour will takes place in the heart of Tuscany, in the west side of the Chianti wine region, approximately 40 Km N-W from Siena, 50 Km S-W from Florence and 40 Km N-E from Volterra, an area rich of history and tradition that will impress you with its natural beauty ...

Chianti wineries

We will visit two wineries with a guided tour of the wine cellars, vineyards and farm with a spectacular introduction to the wine traditions of Tuscany.

San Gimignano

Part of this daytrip will be dedicated in exploring San Gimignano, a genuine medieval city featuring thirteen original 12th century towers, wonderful 1300 San Gimgnano Museum, stunning panoramic view from "La Rocca di Montestaffoli" for great photo ops and more ...

World Champion Gelato

You will have the opportunity to taste the famous world champion Dondoli gelato, one of the main attraction of the town: enjoy the fantastic "Santa Fina Cream" (with pinuts and suffron), the "Rosemary Baby" (with raspberry and rosmary) and the Venere Nera (with blackberry and lavander) ...

Tuscan lunch

Last stop of the tour will be at a local winery for lunch "italian style", with happyness and love :)

Wine Tasting Class

Authentic tuscan will be combined to a wine tasting. You will have the chance to great selection of wines produced by the winemaker.

What's Included:

Professional english speaking tour guide

Informative english speaking tour guide

Roundtrip air-conditioned transportation

Roundtrip air-conditioned transportation by minivan

Guided visit to a couple of Chianti wineries

Guided visit to a couple of Chianti wineries

Wine and extravirgin olive oil tasting

Wine and extravirgin olive oil tasting

Opportunity to buy and ship wine and olive oil

Opportunity to buy and ship wine & olive oil

Authentic tuscan three courses lunch

Authentic three courses tuscan wine pairing lunch

Visit to the medieval town of San Gimignano

Visit to the medieval town of San Gimignano

Visit to

Visit to Michelangelo Square in Florence

Visit to a couple of Chianti wineries, guided tour of San Gimignano, tuscan lunch and wine tasting class.

Meeting point at 9:00 am on via Curtatone #9 , just outside cafe Gamberini, and departure by 9:15 am from Florence to the Chianti. In our comfortable air-conditioned 8-seats minivan you will be taken to the heart of the Tuscany region where some of the most famous wines are produced.

We will tour one of the finest vineyard in the heart of the Chianti area, receiving an up close look at the production and ageing process of Chianti wines provided with an in depth explanation by our wine expert.

At the first winery we'll enjoy the first wine tasting that includes three wines produced by the winemaker, paired with fresh local bread, green olives, pecorino cheese, extravirgin olive oil and balsamic vigenar.

Our trip continues on with a guided visit to San Gimignano, the most attractive medieval village in the heart of the Chianti wine area.

Authentic tuscan lunch in a second local winery combined with a guided wine tasting. Opportunity to purchase and ship tuscan wines worldwide.

On our way back to Florence we will stop by piazzale Michelangelo which has been nominated one of the top ten most romantic spots in Europe, where you will enjoy the panoramic view of the city.

All scheduled times are an approximation and can vary slightly based on situations out of our control (traffic, weather, etc.)

Tuscany Wine Tours

We'll tour the vineyards and wine cellar of an organic farm in the heart of the "Chianti" wine region, receiving an up close look at the production and ageing process of the Chianti wines and also learning about the secrets of the extra virgin olive oil making. This wonderful experience will include a wine tasting and the opportunity to buy some of the best tuscan wines.

Our trip continues on to the beautiful medieval town of San Gimignano, where we'll have the chance to taste the world champion gelato at gelateria Dondoli.

Next step will be the visit to a second local winery where we'll enjoy an authentic tuscan lunch, combined to a wine tasting class. A fine selection of Chianti wines will be presented and paired to antipasti toscani, ribollita soup and lasagna. You will have the pleasure to expand your senses with a thirty years old balsamic vinegar and an incredible truffle olive oil!

On our way home we'll stop at Piazzale Michelangelo, nominated one of the top 10 most romantic spots in Europe.

Departure & Return

We meet in Florence at 9:00 am on Via Curtatone #9, outside cafe Gamberini, just five min walk from S.M.N. train station.

Return around 5:00 pm to the original departure point.

Private pick up at your accomodation in Florence or at your villa in Tuscany available upon request at an extra charge.

Important Info

Online booking is required

Tour lasts up to 7 hours

Vegetarian, vegan or gluten-free meals available upon request

Kids & family friendly tour

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Email: [email protected]

Infoline: +393385922682 / +393926339101

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15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

Best Tuscany Wine Tours From Florence

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

  • Half-Day Tour (Around 4 hours)
  • Small Group Tour (Max 25 people)
  • Visit 2 Chianti wine estates and taste 6 different wines
  • Explore the cellars and discover the art of winemaking.

wine-safari-tour-in-tuscany

Chianti Safari

  • Full-Day Tour (About 9 hours)
  • Small Group Tour (Max of 26 travelers)
  • Visit a wine estate and historic villa and taste 9 samples of wine
  • Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Tuscany-Wine-Tour-with-a-vespa

Vespa Wine Tour from Florence

  • Half-Day Tour (Around 6 hours)
  • Small group tour that is limited to 15 people
  • Ride along the scenic hillside and visit two wineries while riding a Vespa
  • Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Best wine tours from florence to tuscany

Tour Overview:

  • Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
  • Guest Rating: 5 Stars from over 2700+ travelers
  • Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
  • Departure Point:  Piazzale Montelungo, Florence
  • Length:  4 hours 45 minutes
  • Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

  • This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
  • Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
  • You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

Wine estate in Tuscany

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

wine tasting tour tuscany

  • Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
  • Guest Rating: 5 Stars from over 2300 travelers
  • Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
  • Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
  • Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

wine safari tour in tuscany

  • Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
  • Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
  • Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

BEST WINE TOUR FROM FLORENCE

  • Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
  • Guest Rating: 4.5 Stars from over 2100 travelers
  • Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
  • Departure Point:  Piazzale Montelungo bus stop
  • Length:  5.5 hours
  • Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Wine tours in chianti tuscany

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

  • During the tour, you will have the opportunity to visit two wineries.
  • You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
  • Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

Tuscany Wine Tour with a vespa

  • Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
  • Guest Rating: 4.5 Stars from over 600 travelers
  • Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
  • Departure Point:  Piazza Mentana in Florence
  • Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

Florence to tuscany wine tasting tour

  • Children from age 12+ can join this tour as a passenger on the Vespa.
  • Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
  • A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

Torre Grossa San Gimignano

  • Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
  • Guest Rating: 5 Stars from over 500 travelers
  • Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
  • Departure Point:  Curtatone Firenze
  • Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Winery in Tuscany Italy

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

  • The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
  • A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
  • A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

San Gimignano in Tuscany

  • Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
  • Guest Rating: 5 Stars from over 11500 travelers
  • Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
  • Departure Point:  Piazza della Stazione
  • Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

Leaning tower of Pisa Italy

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

  • Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
  • Operates regardless of the weather conditions.
  • Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

E-Bike Wine Tasting Tour from Florence

  • Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
  • Guest Rating: 5 Stars from over 480 travelers
  • Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
  • Departure Point:  Via San Gallo
  • Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

Ebike wine tour in tuscany from florence

  • Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
  • Experience the flavors of Chianti without embarking on a long day trip.
  • Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Vintage Fiat Wine Tour from Florence

  • Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
  • Guest Rating: 5 Stars from over 400 travelers
  • Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
  • Departure Point:  Via Corbinaie
  • Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Wine Tasting Tours in Tuscany

  • The minimum age is 18 years to drive. Bring your driver’s license.
  • Familiarity with operating manual gears is a must.
  • Each booking must have a minimum of two people.
  • We recommend that the designated driver in your group spits out the wine rather than swallowing it.
  • There is a fuel surcharge
  • Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
  • Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

Florence Wine Tour

  • Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
  • Tour Sights & Stops:  Florence
  • Departure Point:  Piazza Santo Spirito
  • Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

Best Florence wine tours to taste Chianti wines

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

  • Discover the captivating tradition of wine windows in the charming city of Florence.
  • Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
  • Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

Wine Tasting Tours from Florence

  • Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
  • Guest Rating: 4.9 Stars from over 400 travelers
  • Tour Sights & Stops:  3 Wine Estates
  • Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

Best Wine Tour from Florence to Tuscany

  • Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
  • Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
  • Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

Wine Tasting Tours in Tuscany for Young Adults

  • Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
  • Guest Rating: 5 Stars from over 380 travelers
  • Tour Sights & Stops:  2 Wine Estates plus San Gimignano
  • Departure Point:  Parcheggio Oltrarno
  • Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

Top things to do in San Gimignano Tuscany Italy

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

  • An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
  • Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
  • San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

Montepulciano, Italy

  • Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
  • Guest Rating: 4.5 Stars from over 300 travelers
  • Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
  • Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

wine tasting tuscany tours from florence

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

  • Experience a delightful one-day tour aboard a comfortable coach bus.
  • Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
  • Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

Best Wine tasting tour from florence to tuscany

  • Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
  • Guest Rating: 4.4 Stars from over 200 travelers
  • Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
  • Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

Tasting wine in Chianti region of Tuscany from Florence

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

  • Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
  • Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
  • Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

  • Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
  • Guest Rating: 5 Stars from over 190 travelers
  • Tour Sights & Stops:  San Gimignano + Chianti Winery
  • Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

best Tuscan Wine Tour from Florence

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

  •  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
  • Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
  • Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

Tuscan Wine Tour from Florence

  • Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
  • Tour Sights & Stops:  Chianti Wine Estate
  • Departure Point:  Villa Costanza
  • Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

  • Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
  • A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
  • A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Tasting wine and checking out vineyards in Tuscany.

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

  • Family Tuscan Toad Trip Ideas
  • Best Places to Visit in Tuscany
  • Best Places to Visit in Northern Italy

Best Tuscany Wine Tours from Florence

Jolene Ejmont

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The Upcoming

Wine Tasting in Tuscany: A journey of flavours and scenery

wine tasting tour tuscany

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With its picturesque landscapes, rich history, and vibrant culture, Tuscany is a dream destination for wine enthusiasts. The region’s rolling hills, dotted with vineyards, olive groves, and medieval villages, provide the perfect backdrop for an unforgettable wine tasting experience in Tuscany . One of the standout locations for this is the Tombolo Talasso SPA resort, a luxurious retreat that combines wellness with the art of wine tasting. Nestled along the Etruscan coast, this resort offers a unique blend of relaxation and indulgence, making it an ideal spot for those looking to immerse themselves in the Tuscan way of life. So let’s dive straight into this blog to know more.

The allure of Tuscan wines

Tuscany is renowned for its wine production, with a heritage that dates back to the Etruscan times. The region’s diverse microclimates and fertile soils contribute to creating some of the world’s most celebrated wines. Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano are just a few of the iconic wines that have put Tuscany on the global wine map. Another notable mention is the Bolgheri wine, which has gained international acclaim for its rich and robust flavors. Bolgheri wines, often crafted from Bordeaux grape varieties, are celebrated for their complexity and elegance, making them a must-try for any wine aficionado visiting Tuscany. Each wine carries its distinct character, shaped by the local terroir and traditional winemaking techniques passed down through generations.

Wine tasting at Tombolo Talasso SPA Resort

The Tombolo Talasso SPA resort offers an exceptional wine tasting experience Tuscany, where guests can explore the richness of Tuscan wines in an elegant and tranquil setting. The resort’s wine cellar boasts a curated selection of local wines, allowing visitors to sample a variety of vintages and discover the nuances of each. Expert sommeliers guide guests through tastings, providing insights into the history, production methods, and flavor profiles of the wines.

In addition to the wine tastings, the resort offers a range of activities that complement the wine experience. Guests can enjoy vineyard tours, where they learn about viticulture practices and the journey from grape to bottle. These tours often include visits to local wineries, providing an immersive experience that highlights the craftsmanship behind each bottle of wine.

Other wine-tasting experiences in Tuscany

While the Tombolo Talasso SPA resort is a prime destination for wine lovers, Tuscany offers a multitude of other wine tasting experiences that are equally captivating. Here are a few notable ones:

Chianti wine region

The Chianti region, with its picturesque vineyards and charming villages, is synonymous with Tuscan wine. Visitors can explore the scenic countryside, stopping at family-owned wineries to taste Chianti Classico and learn about the Sangiovese grape that forms the backbone of this famous wine. The region also hosts numerous wine festivals, where guests can sample a variety of local wines and enjoy traditional Tuscan cuisine.

Home to the prestigious Brunello di Montalcino, this medieval hilltop town offers a wine tasting experience steeped in history. Wineries in Montalcino open their doors to visitors, providing guided tours of their cellars and vineyards. Tasting sessions often include a selection of Brunello vintages, allowing guests to appreciate the aging potential and complexity of this renowned wine.

Montepulciano

Montepulciano is another gem in Tuscany’s wine landscape, known for its Vino Nobile di Montepulciano. The town’s historic cellars, some of which date back to the Renaissance , offer a unique setting for wine tastings. Visitors can explore the underground passages, learn about the winemaking process, and enjoy tastings that showcase the elegance and depth of Vino Nobile.

Enhancing the experience with Tuscan cuisine

No wine tasting experience would be complete without savoring the region’s culinary delights. Tuscan cuisine, with its emphasis on fresh, locally sourced ingredients, pairs beautifully with the local wines. Traditional dishes such as ribollita, panzanella, and bistecca alla Fiorentina enhance the tasting experience, highlighting the harmony between food and wine. Many wineries and resorts, including Tombolo Talasso SPA, offer wine-pairing dinners where guests can indulge in gourmet meals designed to complement the wines.

Tuscany’s allure extends beyond its stunning landscapes and historic charm; it is a region where wine culture thrives, offering visitors a chance to embark on a sensory journey through its vineyards and cellars. The Tombolo Talasso SPA resort stands out as a premier destination, providing a luxurious and comprehensive wine tasting experience. Whether you are exploring the vineyards of Chianti, savoring Brunello in Montalcino, or discovering Vino Nobile in Montepulciano, Tuscany promises an enriching and unforgettable adventure for wine enthusiasts. For more information and to plan your wine tasting journey, visit the Tombolo Talasso SPA resort and immerse yourself in the exquisite flavors of Tuscany.

For those looking to delve deeper into the wine culture of Tuscany and experience it firsthand, the Tombolo Talasso SPA resort offers an unparalleled wine tasting experience in Tuscany.

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wine tasting tour tuscany

The 11 best things to do in Tuscany

O ne of Tuscany's main draws is that it has something for every type of traveller and, in fact, you can create a fully rounded itinerary even if you only have a few days.

Here is our guide to the best things to do in the region, from biking down classic country roads to truffle hunting in the woods, to scoring an antique heirloom, or blending your wine like a Renaissance man, plus insider tips on where to find the best tomato, or fresco.

For further inspiration, see our  guide to Tuscany  and its best hotels , restaurants , beaches and drives .

Enjoy a glass of wine with a side of Modernist architecture

Modern architecture is not something you see often in Italy, particularly in Tuscany, which makes Antinori nel Chianti Classico, a new showcase for Antinori’s vintages, even more groundbreaking. A visionary soaring complex of steel and light, it calls to mind Richard Serra’s sculptures. Situated outside the town of Bargiano, about 20 minutes' drive from Florence, the showstopper was designed by architectural firm, Archea. Inside the structure, which took seven years to design and construct, the layout is a mixture of cantina, bar, restaurant and museum, all dedicated to the famous Antinori wines. 

Insider tip: To taste a number of vintages rather than choosing a bottle, sample a flight of the label’s range at the property’s tasting room.

Contact:   antinori.it

Price:  ££

Get back to the land with a visit to an organic farm

Podere Il Casale, an organic farm close to Montepulciano and Pienza, exemplifies Tuscany’s zero-mile approach to food (getting ingredients from home, or as close to home, as possible). The property, owned by a Swiss family who fell in love with Italy, has a hippie bohemian feel as peacocks and sheep wander about and volunteers help out, sleeping in campers at night. Come to see how they make cheese and then sit down to sample their sustainable and seasonal menu. 

Insider tip:  Be sure to pick up a jar of their homemade honey too.

Contact:   podereilcasale.com

Head to the woods to sniff out a truffle

This prized ingredient is one of Tuscany’s and Italy’s most famous products, a kind of foodie couture. Sniffed out by dogs or pigs, the best of them sell for exorbitant prices internationally but here you can get them for a fraction of the price. Even more fun is to set up a truffle hunting tour that finishes with you sampling your own truffle with a plate of local pasta. The hunters and their dogs who accompany you seem right out of central casting. Book your hunt with a good outfitter such as  Select Italy  or Truffle Hunter . 

Insider tip: You can find black truffles here much of the year but for the prized white variety book your trip for October or November.

Join the party at one of the region's festivals

All over Italy the concept of the local festa (festival) thrives and Tuscany is no exception. Most visitors to the region will be familiar with Siena’s Palio , the twice-a-summer bareback horse race that pits contrada (neighborhood) against contrada , in a most medieval way. But it’s only one of the spectacles on offer. In Montepulciano at the Botte di Bravio, two men roll 50kg barrels up the city’s twisted streets in a way that makes Crossfit look wimpy. Meanwhile in Pienza at the Fiera del Cacio, teams of children and adults put a new spin on bowling, spinning pecorino cheese in circles in the town’s main square.

Insider tip: Join a neighborhood dinner after the competition, there are usually a few tickets on hand for non residents.

Learn how wine is made

Going to see how wine is made and the estates that turn out the best vintages has to be one of Tuscany’s main pleasures. The properties range from more professional tours (there is often a restaurant on site too) to small family producers where a call in advance to see if they are open is a must (your hotel should be able to set up a tour at most estates). Among the vineyards to consider: Avignonesi  is one of Montepulciano’s most famous producers for its Vino Nobile wine, which can be sampled at the property’s excellent restaurant. At Montalcino’s Casanova di Neri , a Brunello maker that has scored consistently in the high 90s in Wine Spectator, the tasting room can popped into without an appointment. 

Insider tip: Make time for smaller family operations too. Ask a local for their favorite low-key producer and where you can try a hand at blending.

Visit the thermal baths before enjoying a cocktail

Bagno Vignoni has long been on travelers’ radars for good reason. In the Middle Ages, it was a stop along the Via Francigena, the route that took pilgrims from Rome to France, and in this little town they found natural thermal springs to ease their muscles. Today, after exploring the thermal waters – either at the free springs just out of town or at a hotel like Il Albergo Posta Marcucci – visitors can head to the speakeasy Il Barriano a watering hole with elixirs so balanced and unusual even the monks would have been impressed. At the bar’s helm is Bledi Ndoci, an Albanese mixologist who came to Italy as a child and moved to the Val d’Orcia recently —try the Mais Amor with Tequila, Mezcal, Elicriso, corn, lime, and ginger salt. 

Insider tip: Heading into the Christmas holidays Bagno Vignoni is particularly delightful with its lit-up tree on the water and the mist coming off the central square in a ridiculously romantic way.

Contact:  facebook.com/ilbarrinobagnovignoni/

Take to the hills on a cycling tour

Even though Tuscany is most highly rated for its eating and drinking, sporty types will find lots to entertain and challenge thanks to the notoriously hilly landscape. Cycling is a favorite diversion here with outfitters such as  Duvine  and Backroads  specialising in tours through the region (one also can easily rent a bike for the day too and the proliferation of ebikes has made those epic hills a bit more manageable). Hikers will find paradise here too; there are hundreds of unpaved roads here called white roads that lead between towns and beautiful abbeys. Meanwhile if a Vespa is more your speed rent one through a company such as  Tuscany by Vespa .

Insider tip: Before your trip pick up a copy of Walking and Eating in Tuscany and Umbria – the authors suggest excellent walks that end with a great meal (try Montalcino to the Abbey of San’t Antimo).

Shop for sustainable products

One of the growing trends all over the country, from food producers to clothing designers, is to keep products as sustainable as possible, and made with quality ingredients, or textiles. The thinking is that with this kind of emphasis Italian labels will continue to be one of the greatest offering on the global market. Of course, this philosophy has been around for centuries. In Anghiari, for example, the showstopping linens and table wear at Busatti  have been made on looms here since 1842. At Tenuta di Spannocchia , a farm and castle that’s been around since 1225, extra virgin olive oil and multi-floral honey are only some of the organic and biodynamic products they make and sell on site. 

Insider tip: If you stay at a property like Tenuta di Spannocchia you can also learn about other projects like the raising of Tuscan farm animals, which were on the verge of going extinct. 

Explore the atmospheric markets

While many of the weekly markets have started selling as many cheap clothes as heirloom tomatoes, there are still some atmospheric and authentic options. One of the best has to be Greve in Chianti’s Il Pagliaio, held every fourth Sunday of the month, March through December. Everything on sale is organic and you can find seasonal gems such as Porcini mushrooms or melt in your mouth figs.

Other exceptional markets include Livorno’s Il Mercato Centrale, where a vast complex of stalls is housed in an impressive 19th-century building – not surprising considering the city’s location on the coast, the seafood choices are excellent. And Carrara, known for its beautiful white marble, also has a famous market, the Mercato delle Erbe, held every Saturday morning, and highly rated for its organic focus.

Insider tip : If antiques are more your passion, make tracks to Arrezzo, which takes place the first weekend of the month. Candlesticks and jewellery are only a few of the finds to put in your suitcase. 

Marvel at a park full of sculptures

Capalbio, a lovely town close to the sea, has long been the preferred second home choice for noble Romans and the society set. Its beautiful beaches and easy proximity to the Eternal City, make it a popular choice for short breaks, but there’s a less well-known attraction that’s more than worth a stop. The town’s ‘Tarot Garden’ – Il Giardino dei Tarocchi – is home to a series of sculptures by Niki de Saint Phalle (she envisioned her creation in a dream while she was shut up in an asylum). These 12-15 meter high sculptures scattered through a 14-acre garden atop Etruscan ruins are made from mosaics and are one of the most famous works by the artist. The surreal kaleidoscope renditions represent each card of the tarot deck – a sphinx, for example, comes with mirrored blue hair and a red crown, one breast covered by a flower and the other by a purple heart. 

Insider Tip: Sample the Italians take on glamping nearby with a stay at the lodges of Terra di Sacra in a WWF refuge and close to chic beach clubs like La Dogana. 

Contact:   ilgiardinodeitarocchi.it

Visit a child-friendly vineyard

Illy is a world-renowned name in the coffee universe, but less well known is the family’s foray into the wine world at the spectacular Podere ai Ripi vineyard outside of Brunello-famous Montalcino. Biodynamic and organic, the wine has quickly risen to award-winning status thanks to the loving attention of owner Francesco Illy and his main oenologist, Sebastian Nasello. The unusual circular cantina known as the “golden cellar” is state-of-the-art, and we love the wines’ names like Amore e Magia (love and magic), Amore e Follia (love and folly,) and Lupi e Sirene (wolves and mermaids). One of the best aspects of the property is how child-friendly it is: instead of waiting impatiently for parents to finish their seemingly endless tastings, children can gather eggs, pet the donkeys and other animals like the beautiful Chianina cattle, and dress up like a farmer while learning about the property’s eco-sustainable garden. 

Insider tip: Before or after your vineyard visit head to the 12th century abbey of Sant’ Antimo, one of the most beautiful structures in all of Tuscany. 

Contact: podereleripi.com

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  1. 15 Best Tuscany Wine Tours & Wine Tastings for 2024

    Immerse yourself in Italian culture by partaking in some of the best wine tours in Tuscany. Private wine tastings & unique Tuscan wine tours.

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    The best Wine Tastings in Tuscany according to Viator travelers are: Small-Group Wine Tasting Experience in the Tuscan Countryside. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery. Chianti Wine Tour from Florence. Half day Chianti Vineyard Escape from Florence with Wine Tastings.

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    Day 7 - Arrivederci…! - Your incredible wine tour of Tuscany comes to a close, filled with tastings in Chianti, Montalcino, Montepulciano, Super Tuscanand the enchanting San Gimignano. As you bid farewell, carry with you not just gourmet goodies but a profound appreciation for Tuscan wines, art, and architecture.

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    Special Tuscan Wine Tour. Chianti, Florence Area. € 280,00 p.p. View all tours. Our wine tours from Florence to Tuscany are considered the Best wine tours in Tuscany, because we started back in 2003 when there were only 3 wine tours operators to provide wine tasting from Florence. For this reason we had the opportunity to carefully choose the ...

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  15. 11 BEST Wine Tours in Tuscany from Florence in 2024

    11 BEST Wine Tours in Tuscany from Florence. 🍷1. Chianti Wineries Tour with Tuscan Lunch and San Gimignano. 🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence. 🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery. Private Wine Tours from Florence. 🍷4.

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    Best Budget Wine Tour: Chianti Wineries Tour with Food & Wine Tasting from Florence is a half-day experience that takes you to two wineries in the Chianti Hills. During the trip, you will meet local winemakers, walk through stunning vineyards, and sample local wines and other gastronomic goodies such as cheese, olive oil, and balsamic vinegar.

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    3. Brunello di Montalcino Full-Day Wine Tour with Tastings. Source: www.getyourguide.com. Brunello di Montalcino Full-Day Wine Tour. This eight-hour trip combines seeing the best of the gorgeous Tuscan countryside with tasting one of the most refined Tuscan wines - Brunello di Montalcino.

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    My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It's well-priced, well-reviewed, includes delish wine 🍷, and isn't HELLA long.

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    Tuscany Wine Tours We'll tour the vineyards and wine cellar of an organic farm in the heart of the "Chianti" wine region, receiving an up close look at the production and ageing process of the Chianti wines and also learning about the secrets of the extra virgin olive oil making. This wonderful experience will include a wine tasting and the opportunity to buy some of the best tuscan wines.

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