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15 Best Tuscany Wine Tours & Wine Tastings for 2024

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.

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

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.

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.

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.

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.

• 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

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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.

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.

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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.

• 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.

• 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.

• 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

• 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.

• 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.

• 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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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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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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

• Isabelle Hoyne
• February 16, 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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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 close to 20 yrs 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:

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 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.

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.

Grape CLASSICS 

CHIANTI TRADITION

When:   March-October

Time:   Start from Florence at 9.30  am - 6.5  hrs

Price:   €185  

Join in on this delightful day trip to the verdant heart of Tuscany, where you'll discover the production of one of the region's DOP extra virgin olive oils. 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 delightful 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.

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.

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.

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.

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.

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.

View some of the wineries we work with here

Exclusive private tours.

We organize all-inclusive private guided wine tour experiences.

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!

The good, the better & the GRAPE

We treasure every comment!

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wine & food tours in tuscany and italy

TASTE THE EXPERIENCE

tailor made W ine &  F ood Tours around Tuscany and Italy with private driver and guided wineries visits and tastings

Vino! Experience unique wine and food tours with private drivers, professional sommeliers and expert food guides; let us lead you through the best Tuscan and Italian boutiques wineries’ visits, intimate wine tastings and delicious foodie experiences

cooking school in Tuscany cooking the best traditional Tuscan and Italian dishes

Pasta, pasta, pasta! Italian family style cooking class with grandma? Or a masterclass with an Italian Michelin star chef?

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Looking for a private tasting experience at your villa? Hire a Tuscan Somm and let you guide and enjoy the best Tuscan and Italian wines

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Life is good! Enjoy your private experience in Tuscany and all Italy with the help of a professional event planner and manager

Experience the heart of the best Italian wine regions and taste the finest Tuscan wines with passionate local guides and experts, specialized in individual and small-group private wine tours in Tuscany with departure from Siena, Florence, Cortona, Montalcino, Montepulciano, Chianti, San Gimignano, Assisi, Orvieto, Arezzo, Perugia, Pienza and all Tuscany and Umbria. Discover the top wine tours in Tuscany and Italy with our local travel specialists and our guided winery tours with tastings and transportation.

Food Tours  & Cooking Classes

Discover the food highlights of Tuscany and Italy with our special food and culinary tours with enthusiast local guides and experts designed to get a true taste of Italy. Food tours and activities available with departure from Siena, Florence, Cortona, Montalcino, Montepulciano, Chianti, San Gimignano, Assisi, Orvieto, Arezzo, Perugia, Pienza and all Tuscany and Umbria. Experience authentic cooking classes, learn and get all the Gramma’s secret!

Sit back and enjoy the tour 

Private transportation with drivers  using comfortable and luxury sedans and minivans Mercedes – Benz included. Customization of all the tours and costumer assistance 

We come to you

Food & wine tours from Siena, Florence, Montalcino, Chianti, Cortona, Montepulciano, San Gimignano, Arezzo, Assisi, Orvieto, Perugia  |  Pick up from all the locations in Tuscany, Umbria and Italy

Taste the Experience!  Get started on planning your tours!

Clear information & competence, guidance on customizing your services, sommelier at home.

Directly and comfortably at your holiday villa and home a private Sommelier-guided tasting experience with top wines. A Tuscan sommelier for private dinners at home with selected wines, for events, parties, birthday parties, anniversaries, wine tasting sessions and for wedding receptions in all Tuscany and Italy.

Celebrate it! Event Planner & MICE

Our expert event planners will design and coordinate your best private experience. From weddings, anniversaries and elopements, to private dining and events, and to team-building and incentive tours in Tuscany and all Italy

The Wine & Food Experience

wine tours and tastings  food tours and activities cooking classes  sommelier at home event planner and MICE

 Tuscany and Italy as you have never seen The Wine and Food Experience comes from an idea of GET TOURS , an incoming tour operator, and a private driver and car service company founded in 2014 and based in Cortona (Tuscany). We are a young but very experienced team with a passion for travel and care of detail, specializes in tailor made travel experiences and bespoke tours in Tuscany and other Italian regions.

Taste the Experience!

© 2024 The Wine & Food Experience all rights reserved | [email protected] | +39 334 750 8079 | Provided by GET TOURS www.get-tours.it

Tuscany’s pivotal produce is the local vino,  and there’s no better experience to help you uncork its secrets than a wine tour. Take a walk through the vineyards, enjoy a guided cellar tour and savor a tasting of wine in the company of the passionate local expert who produced it. Discover the stories and traditions behind Brunello, Chianti and Nobile wines. Itineraries include a little sight-seeing time for visiting the hill towns, castles and abbeys of the area.

Full day private transportation and local expert guide, small, sustainable and family-run wineries, plentiful, multiple wine tastings and farm lunch.

Brunello di Montalcino

Internationally recognized as one of Italy’s best reds, Brunello is a collectors’ favorite! Discover the undisputed King of pure Sangiovese from around the Montalcino hill directly from wineries on different sides of the hill. Tour the vineyards and cellars with the wine producers and learn the unique characteristics of this region and wine.

Tour and tasting at Brunello wineries

Lunch on small, family-run winery with wine

Sight-seeing in the town of Montalcino

Chianti Classico

Take in the beauty of the ever contended hills between Siena and Florence. With its rolling hills of vineyards and olive groves, impressive castles and medieval towns, the Chianti is one of Italy’s most famous wine regions. Discover the history of the Black Rooster area and its wines, by touring vineyards and wine cellars to see and hear the wine making procedures and passions directly from the producers.

Tour and wine tasting on wineries in different parts of the Chianti

Traditional lunch on wine estate

Sight-seeing stops at Chianti towns and castles

San Gimignano Vernaccia

& chianti wine tour.

The unique hill town of towers, San Gimignano, is also a wine growing region home to Tuscany’s only DOCG white wine and one of Italy’s most historic wines. Thanks to the area’s unique conditions, the Vernaccia di San Gimignano can only be made here. Tour a winery of the area as well as another in the Chianti and enjoy a seasonal lunch at an organic farm. Walk the cobblestone streets of this must-see medieval town.

Cellar tours and tastings of Vernaccia di San Gimignano and Chianti wines

Lunch on organic farm

Sight-seeing in San Gimignano

Nobile di Montepulciano

Nobile wine is made around the hill that is crowned by the town of Montepulciano, which is not to be confused with the Montepulciano grape varietal predominantly growing along the Adriatic coast. The Vino Nobile is produced with a local clone of the Sangiovese grape called Prugnolo and has a proud history. Explore wineries of the area and taste the Rosso and Nobile wines from inside old cellars within the medieval city walls, just paces from the town’s main square.

Cellar tours and tastings at Nobile di Montepulciano wineries

Lunch on organic winery

Sight-seeing in Montepulciano

VAL D’ORCIA’S BEST

Brunello & nobile wine tour.

Visit the hill town of Montepulciano and sample a selection of its Nobile wines. Enjoy the stunning landscapes of the Unesco protected Orcia Valley and a traditional Tuscan lunch on a family-run farm. Take in the sights and smells of Montalcino and experience an in-depth tour of a Brunello producing winery from the vineyards to the cellars before savoring a tasting of its prestigious wines.

Tastings at Nobile di Montepulciano and Brunello di Montalcino wineries

Lunch on farm/winery

Sight-seeing opportunities in val d’Orcia, including Montepulciano and Montalcino

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The Best Wine Tasting & Tours In Tuscany

Browse Through The Best Selection Of Tuscany Wine Tours

Wine and Sunset at Azienda Agricola Purovino

Black Peel Pool Wine Day in Maremma, Tuscanyl: Unwind with aUnwind with a Unique Wine Tasting Experience

Wine Brunch at Azienda Agricola Purovino

Wine Tour in Maremma, Tuscany: Capture the Beauty of Vineyards at Sunset

Natural Wines Tasting and Farm visit | Fattoria La Maliosa

Wine tasting and tour in Maremma, Tuscany - Uncover the wines of Maremma with a captivating wine tasting and tour at Fattoria La Maliosa

Picnic with view at Fattoria La Maliosa in the Tuscan Maremma

Sunset picnic & vineyards visit, combined with wine tasting experience at Fattoria La Maliosa Winery in Maremma, Tuscany

Picnic at sunset on the Skydeck

Picnic at Monte Cavallo: enjoy a scenic picnic experience at the unique Skydeck, offering panoramic views of Tuscan Maremma's natural landscape

StarsBOX Experience La Maliosa with picnic and a beautiful view

Discover Wines at Podere La Pace

Discover Wines in Maremma, Tuscany: Immerse yourself in the world of wine as you discover the exceptional wines of Podere La Pace

Experience Wines at Podere La Pace

Explore the vineyards, and winery, learn the winemaking process at Podere La Pace then finish the tour with a taste wines from their superior collection paired with some snacks

Caccia al Tartufo e Cena - Truffle hunting and Dinner

Authentic Wine and Truffle Experience of Tiberini in Tuscany

Capoccia experience - Tasting, Tour and Food Experience

Taste Amazing Wines of Tiberini in Tuscany

Barbecue in the Vineyard at Tiberini

Take a tour to learn more about Vino Nobile and the Bio vineyard, then savor a meal paired with your wine

Esperienza del Contadino - Wine and Food Experience

Visit Tiberini, enjoy gourmet wine and food experience and stroll their vineryard

Tuscany Wine Tours Offered by Local Guides

Discover Tuscany's wine scene together with knowledgeable local wine tour guides.

Winery Tour, Wine Tasting & Lunch in Chianti Classico

Wine Tour In Florence

Explore the wines and history of Florence: a tour through Tuscan vineyards and iconic landmarks awaits in the heart of Italy

Pisa Guided Tour & Wine Tasting

Pisa Tour: Marvel at Monuments, Wine Tasting by Leaning Tower. Unveil Tuscan Wonders with Local Insight!

Natural Vino & Vinyl in Florence

Vespa Tour in Chianti area from Florence

Enjoy a Special Wine Tasting and Tour in Chianti Wine Region

Val d'Orcia Original wine tour from Siena

Full Day of Culture in Chianti, Tuscany

Val d'Orcia Original Wine Tour from Florence

Guided Full Day Tour of Culture and Wine in Tuscany

Siena, San Gimignano and Pisa with Lunch

Wine Tour with Visit to Leaning Tower of Pisa in Tuscany

San Gimignano, Siena & Chianti

Enjoy a full-day tour of Tuscany wine regions

San Gimignano, Chianti & Montalcino from Siena

Full Day Guided Wine Tour in Tuscany

Safari Chianti Experience

Quality Wine Tasting in Chianti, Tuscany

Pizza and Tiramisù Making Class

Become A Part of A Culinary Adventure in Chianti : Master the Art of Pizza and Tiramisù

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Food & Wine Tours in Tuscany

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Hike & Wine in Tuscany

Outdoor Wine Activities in Tuscany

Picnic & Wine Tours in Tuscany

Winery Restaurants in Tuscany

Best cities to visit in tuscany, italy.

Tuscany Wine Map

How to reach wine tasting experiences in tuscany.

Wine tasting tours in Tuscany are easily accessible by different means of transportation.

Looking for a more specific destination?

Read more about tuscany, everything you need to know before you take a tour to tuscany.

Welcome to the world of wine in Tuscany, where rolling vineyards, historic towns, and exquisite wines converge to create an unforgettable sensory experience. Nestled in the heart of Italy, Tuscany is a region renowned for its rich winemaking traditions and breathtaking landscapes.

Explore the picturesque countryside, dotted with vineyards and olive groves, as you take a journey to discover the hidden gems of Tuscan winemaking. From the cypress-lined hills of Chianti to the medieval charm of Florence , Siena , and Montepulciano , Tuscany boasts a myriad of cities where wineries flourish and local wines flourish.

The best season to visit Tuscany

The best time to visit Tuscany depends on your preferences. Spring (April-June) offers mild weather and blooming landscapes. Summer (July-August) is perfect for sun and beaches, but crowded. Autumn (September-October) is great for wine enthusiasts. This is a harvesting season  for both wine grapes and olives. Visiting Tuscany during this unique period will give you the chance to witness the beginning of the production of wine and olive oil. Winter (November-February) is quieter, ideal for exploring art and culture.

What to do in Tuscany?

Tuscany is a region rich in culture and is the home of Italian Renaissance art. Here's what you must not miss in between your wine-tasting tours in Tuscany:

• Florence is the capital city of Tuscany and one of the most beautiful and fascinating cities in the entire world. Stop by the Santa Maria del Fiore cathedral and admire the incredible Brunelleschi Dome.
• Siena , a charming town known for its narrow streets flanked by brick buildings.
• Pisa , the city of the Leaning Tower.

What to taste in Tuscany?

Tuscany is one of the world's greatest red wine producers. The most popular are Chianti Classico, Sangiovese and Brunello di Montalcino.

• Chianti Classico  is a medium to high-bodied red wine and it's the ultimate Tuscan king.
• Sangiovese  is a more fruit-forward red wine compared to Chianti (even if they come from the same grape).
• Brunello di Montalcino  is another famous wine in Tuscany. Brunello can be young or old, but generally, the most recognizable aromas are those of blackberry, strawberries, chocolate, leather, and delicate flowers. 

What to expect from Tuscany wine tours?

If you are a passionate wine enthusiast, participating in Tuscany wine tours is something you cannot miss! All wineries in Tuscany offer exquisite wine tastings, together with very detailed guided tours of their cellars and estates. Many tours in Tuscany also include a guided visit to the magnificent  vineyards  and in most cases, the guide, often an expert winemaker, will provide you with insights about the  wine production . In some cases, your wine tours to Tuscany will also include an  olive oil tasting  experience, since many wineries also have olive grooves and produce olive oil.

What travellers says about Tuscany Wine Tours

Frequently Asked Questions

The most frequently asked questions by our visitors, which are the best wine experiences in tuscany.

• Vignaioli del Morellino Di Scansano
• Podere Casanova
• Tenuta di Bossi
• Azienda Agricola Campochiarenti

Which places provide the best wine tours in Tuscany for kids and families?

• Wine tasting and tour at Buccia Nera
• Wine tasting and tour at Poggio al Chiuso
• Wine tasting and tour at La Ciarliana
• Wine tasting and tour at Fattoria Montepescini

Which places provide the top wine tasting tours for couples in Tuscany?

• Fattoria Le Pupille
• Podere Anima Mundi
• Tenuta Pian delle Ginestre
• Muschi Alti

Which places provide the best wine tours for groups?

• Wine tasting and tour at Erik Banti
• Wine tasting and tour at Martoccia Di Brunelli
• Wine tasting and tour at Tenuta Moriano

Which places provide organic wine tastings in Tuscany?

• Wine tasting and tour at Azienda Agricola Villanoviana
• Wine tasting and tour at Petrolo
• Wine tasting and tour at Azienda Agricola Val di Toro
• Rare wine tasting and tour at Villa Cilnia

Which places provide the best private wine tastings and tours in Tuscany?

• Podere Volpaio
• Poggio al Bosco
• Camigliano Castle

Are there any wine tours near Florence, Siena or Lucca?

What is considered the most famous wine of tuscany, are you interested in reading more about tuscany.

If you are looking for organized tours, check out our list of guided wine tours .

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Tuscany wine tours inspiration

World-class wines & stunning Tuscan scenery

Our wine tours in Tuscany offer so much more than a good grape. You’ll enjoy wine and olive oil tastings and mouthwatering feasts, explore vineyards and cellars, see the iconic cities of Tuscany like Florence and Pisa, and meet the locals for incredible Be My Guest experiences in their traditional Tuscan homes.

The best wine tasting tours in Tuscany

Our Tuscan wine tours are truly magical. We take you driving through the gorgeous countryside and golden hills, to regional vineyards, farms and restaurants where you can not only sample the finest wines, but enjoy them paired with specially handcrafted meals. Enjoy traditional music while you feast on the very best food and wine, explore traditional wine cellars, and toast to an unforgettable Tuscan experience.

Meet the local winemakers of Tuscany

You’ll get to learn about the daily life and work of Tuscany’s talented winemakers, and of course, taste their specialties. Meet the Lenzi family on their wine farm in the glowing Chianti Hills for a lunch and wine and olive oil tasting. Enjoy a traditional Tuscan buffet with locals in the 12th-century Castle of Trebbio. Visit the Agriturismo Borgo Vigna Vecchia for an exclusive Be My Guest dinner surrounded by vineyards and olive groves.

See the famous sights of Tuscany

Wondering what else there is to see in Tuscany? Our wine tours take you from Rome to Tuscany, with plenty of iconic stops along the way. Marvel at the Renaissance treasures of Florence, see the famous Leaning Tower of Pisa, and journey to the stunning medieval city of Siena. Wander the ancient hillside town of San Gimignano, soak in the famous spa town of Montecatini, and explore Vinci, the birthplace of artistic genius, Leonardo da Vinci.

All you need to know about Tuscany Wine Tours

What is the best wine in tuscany.

You can’t take a wine tour in Tuscany without tasting some of the region’s very best wines. Be sure to sample all the original favorites like Sassicaia, Tignanello, Castello di Ama L’Apparita and Brunello di Montalcino. There’s also the delicious Ornellaia, Castello di Nipozzano Montesodi and Isole e Olena Chianti Classico. Why not try them all?

How many days do you need to visit Tuscany?

While you can see the highlights of Tuscany in a few days, it’s a good idea to spend a week in this region to soak up both the cities, wineries and gorgeous countryside. Start with the famous cities like Florence, Pisa, Siena and Lucca, then journey through the scenic Tuscan Hills to the famous spa town of Montecatini and the medieval town of San Gimignano.

What wine is Tuscany known for?

Tuscany is one of the most famous wine regions in the world, best known for its dry red wines made from Sangiovese, the signature red grape found all over Tuscany’s hillside vineyards. Try the renowned 100% Sangiovese wine of Brunello di Montalcino, or the Chianti and Vino Nobile di Montepulciano wines with at least 70% Sangiovese.

What is the best time to visit Tuscany?

Tuscany is at its best in Spring (April to May) with blooming landscapes and pleasant weather, and autumn (September to October) when the rolling hills glow with golden foliage and the best wineries in Tuscany begin harvesting their grapes. Summer (June to August) is also a peak time with fields full of sunflowers, fruit trees and long, sunny days.

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Popular wine tours from Italy & Wine's portfolio

Brunello the big red.

• from 9:00 a.m. to 6:00 p.m.
• Tuesday, Thursday and Saturday, from March until November

Castle and Chianti wine tour

• from 9:30 a.m. to 5:00 p.m.
• Chianti Rufina
• Tuesday, Thursday and Saturday, from March until December

Truffle Hunting & Wine Tasting

• from 10:00 a.m. to 5:00 p.m.
• San Miniato
• Monday, Tuesday, Wednesday, Thursday, Friday and Saturday, All year round

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

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.

Where To Go

Top 3 Tuscany Wine Tours

Tuscan wine tour, 3 chianti wineries.

€ 190,00 p.p.

Tuscany Wine Tour, 4 Chianti Wineries

Special tuscan wine tour.

€ 280,00 p.p.

Our wine tours from Florence to Tuscany are considered the Best wine tours of 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 this unique experience.

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.

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!

Tour operator, Florence

@tuscanytourtime

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Tuscanytourtime.

▪️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!

My wife and I took Angie’s Castle & Wine tour in late May. We had a fun, small group with Barbara as our guide. Barbara was very genuine and truly expressed an interest in wanting all of us to enjoy our day, as well as our time in Tuscany Would I recommend the tour? Yes, without a doubt. If you are a red wine drinker, these are smaller producers that you are most likely not able to purchase in the U.S. They make excellent wines, so treat yourself and send some home Our wines arrived in four weeks. Grazie Mille Angie and Barbara for a terrific day!

Mark Spencer

We had an excellent wine and castle tour day. Federico was an exceptional guide and we had a wonderful time touring and tasting wine and olive oil. We would like to also mention the fantastic lunch we had it was memorable. We would highly recommend this tour.

An amazing day touring the Tuscany wine region! I would especially like to thank Francesca for making my 50th birthday a memory I will treasure forever! Her knowledge of wines, the countryside, olive oil, etc. was extraordinary! The wineries and the owners (Stephania and Marco) were excellent hosts and provided us with samples of the most amazing wines and olive oils. I would highly recommend your company to anyone visiting the Tuscany region! Again, thanks!!!

Alexander Doe

I went on a wine tasting tour with Angie a few years ago and because of the great experience I booked again for May 2013. Angie’s tour was already fully booked so we were in Olivia’s group, another awesome day! The whole region is beautiful and there are plenty of tour operators but for me Angie’s personal service and small groups make her the go-to company for your Tuscan wine tasting tour. A bonus with the smaller groups is that Angie takes you to small and medium sized wineries, not the giant mass production places, so you really get face to face time with the owner/winemakers.

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!

A Tuscan Love Story: Where Romance Meets the Vineyard

Florence’s Enchanted Vineyards: A Gateway to Tuscan Elegance

Exploring the Best Wineries near Rome

A Journey Through Sicily and Its Wines

Any question? Feel free to write us. We will reply as soon as possible.

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Tuscany Wine Tours

Experience unique wine tasting tours at Tuscany. Discover the best wine tours in Tuscany. Enjoy the best Tuscan wines while visiting the regions of Chianti Classico, Montalcino and Bolgheri. Book now!

Bolgheri Wine Tours

Chianti Classico Wine Tours

Montalcino Wine Tours

Our Wine Tours in Tuscany are unique and charming wine experiences in the most important production areas in the region: Chianti Classico, Montalcino and Bolgheri. The activities can be adapted not only to meet the various needs of visitors to our estates, but also to address the different types of habitats and the peculiarities that each one has.

Our tours, the best side of Tuscany

Classic Bolgheri Wine Tour

Dievole Classic Tour

Dievole Grand Tour

Meraviglia Experience

Novecento Vertical tasting a Dievole

Panoramic Bolgheri Wine Tour

Picnic in Chianti Classico

Podere Brizio Wine Tasting

Poggio Landi wine tour

Tenuta Meraviglia Vertical Tasting

Tuscan evo Oil tasting

Vertical Tasting at Poggio Landi

Vertical Tasting at Tenuta Le Colonne

Wine&Dine Bistrò Toscano

Wine&Dine in Chianti Classico

Book your wine tour in tuscany.

All that’s left is to choose the Wine Tour in Tuscany that you’ve always dreamed of: our online booking service allows you to plan your vacation in the most popular wine regions, not to mention the most evocative places in Tuscany!

Best Tuscany Wine Tours

Tuscany is uniquely charming, a place where nature, history, culture and traditions come together to create something truly magical. Our region is known the world over as the cradle of ancient civilizations and the Renaissance, shaping history and culture not only in these areas, but all throughout Italy and Europe. In the collective imagination, Tuscany is home to evocative villages, picture-perfect landscapes, artworks, extraordinary cuisine and, last but not least, incredible wine. In this incredible territory, Alejandro Bulgheroni Family Vineyards (ABVF) Italia has developed a wine production network located in some of the best terroirs in Tuscany, amongst the most famous in the world: the forests and planted hills in the Chianti Classico; the green valleys of Montalcino, with their ordered vineyards; the magnificent, golden beaches lapped by the crystal-clear sea and the rolling inland hills of Bolgheri. This is why we can offer you some of the best wine tours in Tuscany. On our estates, you’ll have the opportunity to truly learn about wine production in these areas and discover our philosophy, based on naturalness and sustainability, low environmental impact, respect for the land, and the vines’ growth cycle. You will appreciate our high standards for quality during the wines’ vinification and aging processes, for which we use unrefined cement tanks and large French oak barrels, respectively.

Wine tasting experiences in Tuscany

We’re happy to offer you truly exclusive wine tasting experiences in Tuscany, allowing you to discover the most evocative areas in the region: whether it’s on the coast or inland, we can meet your needs.

For those in the Chianti Classico area, our staff will be happy to welcome you to our Dievole wine shop, where one of our wine tours in Tuscany begins. We offer a vast range of experiences, including some private wine tours. With us, you will discover the great wines of Tuscany in a truly unique setting during the Dievole Wine Tasting Tour and Dievole Grand Tour, during which you will learn about the best terroirs in Tuscany from our expert sommeliers. In addition to wine, our region is also renowned for its excellent extra-virgin olive oil: with our Extra-Virgin Olive Oil technical tasting, you can explore our award-winning “liquid gold”.

If you love good wine, you can’t miss a visit to our two cellars in Montalcino : Poggio Landi and Podere Brizio. Here, our tours will allow you to explore the first DOC in Italy through our guided wine tours in Tuscany discovering two souls of Montalcino production. Podere Brizio, famous for its history, with its typicity and elegance, or Poggio Landi where you’ll find a modern and welcoming wine shop, nestled in an oasis of peace.

If you happen to be on the Tuscan coast, you can visit our estates in Bolgheri to learn about Bordeaux-inspired wines: the Tenuta Le Colonne Discovery Wine includes a visit to our seaside vineyard and cellar as well as a wine tasting in a private room. If you’re looking for a unique and unforgettable private visit in Tuscany, book the Tenuta Meraviglia Panoramic Bolgheri Wine Tour to climb up to our vineyard in the hills, where you will taste our Tenuta Meraviglia wines against a breath-taking backdrop.

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Tuscany Wine tours

Tuscany in unquestionably the most important region of Italy in regard to the production of wine.

• From Florence
• Chianti (Full day)
• Chianti (Half day)
• Bolgheri (Full day)
• Montalcino (Full day)

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Our features

Wine regions to visit on tuscany wine tours.

Being the most important wine production region of Italy, Tuscany is world-famous for three main wine zones located here. They are Chianti Classico, Montalcino and Bolgheri. Each one has unique landscapes and also offers renowned gastronomic products to be appreciated on Tuscany wine tours. World-famous Chianti Classico from the Chianti Wine region, long aging Brunello of Montalcino, structured Bolgheri Superiore and not only will make your wine tasting a fantastic experience!

Small Group Tours vs. Private Tours in Tuscany

Every year sunny Tuscany welcomes thousands of tourists from all over the world. There are many ways to explore the leading Italian wine region enjoying the view over its manicured vineyards, but we would like to offer those you will love. Our company provides a wide range of private and small group tours for those who are interested in getting familiar with top-quality Italian wines on chauffeured Tuscany wine tours.

SMALL GROUP TOURS

Private tours.

Whatever option you select you are going to have wine tastings and light lunch during your Tuscany day tour enjoying the Italian hospitality and the charming beauty of the vineyards.

Popular tours

A full-day tour to the heart of Tuscan countryside Chianti Classico Wine region with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 3 wineries with wine tasting and lunch offering the traditional products of this area.

Visiting the wineries you will learn about the wine production process, see the cellars and enjoy the fantastic views of some of the most picturesque countrysides in the world.

After visiting the second vinery we well stop in Greve in Chianti where you can have a nice walk feeling the authentic atmosphere of Tuscany.

A half-day tour to the heart of Tuscan countryside Chianti Classico Wine region with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 2 prominent wineries with wine tasting paired with the traditional cold cuts and cheeses of this area.

A full-day tour to one of the most renowned Italian Wine regions with a knowledgeable English-speaking driver or driver guide. The tour includes visiting the village of Bolgheri where you can have a nice walk, and 2 prominent wineries with wine tasting and lunch offering the traditional products of this area.

Visiting the wineries you will learn about the wine production process, see the cellars and enjoy the fantastic views over some of the most beautiful countrysides in the world as well as the ride along the famous Cyprus Avenue.

A full-day tour to one of the most important Wine regions in Tuscany Montalcino (including a stop in Montepulciano) with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 3 wineries with the Brunello wine tasting and lunch offering the traditional products of this area.

Visiting the wineries you will learn about the wine production process, see the cellars while on your way you will enjoy the fantastic views over one of the most scenic countrysides in the world.

A full-day tour to the heart of Tuscan countryside Chianti Classico Wine region with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 3 wineries (advised by us and approved by you) with wine tasting and lunch offering the traditional products of this area.

Our specialists can help you design a perfect itinerary according to your interest meaning that we can include stops at such places as Greve in Chianti, Montefioralle, San Gimignano etc., to make you trip an unforgettable Tuscan experience.

There is no fixed pick-up location or time for the private tours, but since it’s an 8-hour tour we advise to start it around 9-10 a.m. Your chauffeur will collect you from the location indicated by you.

A half-day tour to the heart of Tuscan countryside Chianti Classico Wine region with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 2 prominent wineries (advised by us and approved by you) with wine tasting paired with the traditional cold cuts and cheeses of this area.

There is no fixed pick-up location or time for the private tours, but taking into account the program we advise you client to start around 9-10 a.m. or in the afternoon at 2-3 p.m. to enjoy it fully. Your chauffeur will collect you from the location indicated by you.

A full-day tour to one of the most renowned Italian Wine regions with a knowledgeable English-speaking driver or driver guide. The tour includes visiting the village of Bolgheri where you can have a nice walk, and 2 prominent wineries (advised by us and approved by you) with the Bolgheri Superiore wine tasting and lunch offering the traditional products of this area.

Visiting the wineries you will learn about the wine production process, see the cellars and enjoy the fantastic views over some of the most beautiful countrysides in the world as well as the ride along the famous Cyprus Avenue. There is no fixed pick-up location or time for the private tours, but since it’s an 8-hour tour we advise to start it around 9-10 a.m. Your chauffeur will collect you from the location indicated by you.

A full-day tour to one of the most important Wine regions in Tuscany Montalcino (including a stop in Montepulciano) with a knowledgeable English-speaking driver or driver guide. The tour includes visiting 3 wineries (advised by us and approved by you) with the Brunello wine tasting and lunch offering the traditional products of this area.

Visiting the wineries you will learn about the wine production process, see the cellars while on your way you will enjoy the fantastic views over one of the most scenic countrysides in the world. There is no fixed pick-up location or time for the private tours, but since it’s an 8-hour tour we advise to start it around 9-10 a.m. Your chauffeur will collect you from the location indicated by you.

Reviews about us

Me and my group were extremely happy with every tour. We used Tuscany wine tours twice during our May trip. The drivers were very kind and hospitable throughout the time together, they were helpful in giving us information and setting up lunches and wine tasting. Our experience with this company was 5*. Everything was just great and wouldn’t change a thing.

We had a very tight schedule for our only day in Tuscany and Tuscany wine tours was our only hope to allow us to visit the Chianti for a few hours and get to our cruise ship in Livorno later in the day. We had a group of 5 people and had reserved the minivan. This company truly made our single day in Tuscany perfect literally. I truly felt spoiled and will use them again if the opportunity arises.

Thank you for all the accommodations and last minute changes/requests. You made our vacation easy and stress free. We have fallen in love with Tuscany and we would recommend your services to anyone visiting Italy! And when my family and I come back, I will be sure to use your services again. Thank you for everything!

Wine and Food on Our Tuscany Day Tours

For both Tuscany private tours or small group tours we are going to bring you to one of three Wine Regions you desire to visit. For the wine lovers who are interested in the history of the visited vineyard and the production methods a complete vineyard tour can be provided. You will be taken around and shown the estate including the cellars where the precios drink is being aged. Lunch with a wine tasting can be included in such a wine tour. What can be nicer than a glass of fine wine paired with local specialties such as traditional Tuscan cold cuts, flavored cheeses, ribollita soup or mouthwatering pasta? Italian cuisine is world-famous for being very rich and sophisticated. But did you know that Tuscan cuisine is the leader in terms of diversity of food and drinks in Italy? Being an integral and important part of the culture of this country the gastronomic traditions developed over the centuries will be demonstrated during your trip.

Wine Tours to Enjoy Wine and Other Gems of Tuscany

Wine tour in Tuscany is a unique composition of wine and food tasting experience combined with the aesthetic pleasure from traveling around one of the most picturesque places on the planet and visiting medieval castles and villas surrounded by neat vineyards. There are over 2000 wineries in Tuscany out of which we have visited about 200 to select only reputed or renowned ones which do deserve the visit. Touring with us you can visit some of the oldest and traditional wineries in Italy as well as modern and technologically advanced. All our small group tours start from the Florence city center. For those interested in a private tour there is maximum pick-up or drop-off freedom: your chauffeur will collect you from any indicated location. On request we can provide a Driver Guide, a professional chauffeur licensed to conduct guided tours in Tuscany for those who would like to include visiting such incredible places as San Gimignano, Siena, Monteriggioni, Montefioralle etc. on their day trip. Driver Guide will accompany you everywhere acting as a guide making you visit informative and bright. While for the real wine Aficionados we can also provide a Fully Licensed Sommelier who will act as your Driver.

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8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: November 21, 2023

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.

⭐️ 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.

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

⭐️ 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

⭐️ 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

⭐️ 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

⭐️ 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

⭐️ 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..

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11 BEST Wine Tours in Tuscany from Florence in 2024

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!

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!

11 BEST Wine Tours in Tuscany from Florence

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

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

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

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.

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

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.

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

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

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.

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

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

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?

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?

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?

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?

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?

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?

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.

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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 .

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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• 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.

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Our Travel Guides

TUSCANY WINE TOUR

Viaggi d’Ambra organize private excursions and driving tuscany wine tour for individual travellers who want to experience real people and places. Our “tailor-made” itineraries will introduce you to authenticity of food, wine, real tuscan life style and local culture of our homeland and its scenic countryside.

We will do our best to make your days absolutely special and unforgettable, on board of our comfortable and fully licensed vehicles.

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Siena tour, Monteriggioni, San Gimignano

If you are headed to Tuscany, do yourself a favor – add Val d’Orcia to your itinerary. You won’t regret it, and it’s guarantee to leave you with a lasting and memorable impression.

“Worth every cent!” - I can't stress enough how valuable it is to have Christian as a guide through Tuscan wine country. He is well spoken, extremely knowledgeable about the history of the area and its people, has a great sense of humor and is an absolute professional and a gentleman. I learned so much about wine and olive oil and castles and Italian history in just one day. It was a pleasure to spend the day with him and I would do it again and plan to do it again. Thanks, Christian, for an absolutely terrific day.

Steve G Hummelstown, Pennsylvania

“Outstanding Tour” - Azzura was fabulous. She picked us up from our villa and provided us with an authentic Tuscan experience through the Chianti wine area. We lunched in a small family owned winery where we were treated to a delicious Tuscan meal accompanied by the proprietors selection of wine pairings. If you are looking for a perfect day in Tuscany look no further than a day spent with Viaggi d'Ambra.

roamingmom2016 Sotogrande, Spain

“Tour of a lifetime!” - We had an incredible time with Azzurra in Tuscany, co-owner of Viaggi d'Ambra. If you are heading there and looking for a local to show you family-owned wineries and teach you the history of this beautiful country, we highly recommend her! Vin Santo tastings, pecorino cheese shops, views of castles, and fields of poppies...we couldn't ask for more. This was...

“Fabulous, fabulous and fabulous!” - Christian gave us the most wonderful tour and we can't sing his praises enough. He drove us to see some sights in Florence then to the town of San Gimignano where we walked around this beautiful area. Off to his friends small winery where we tasted wines and oils followed by a wonderful lunch made by a young couple who owned the winery along with their family. The food was spectacular! Christian was very informative and easy to talk to. My husband works in the wine industry and even learned some things that day from Christian. Fabulous tour, well worth the money. It was the highlight of our trip. You won't be sorry!

vegas1212 St. Catharines, Canada

“Fantastic” - We had an amazing experience with Christian and Azzurra. They came recommended from other tour operators we had spoken to as one of the best in Italy. They arranged our trip from start to finish, drove us to boutique vineyards with amazing wines and food while offering us in-depth insight into the wine making process and the history of each vineyard and the region. If you want someone reliable, knowledgeable and personable to take you around Tuscany at a very reasonable price you should look no further. I cannot say enough great things about the experience. Thanks Christian!!!

SSM999 New York City, New York

“Fabulous Tour Guides in Italy” - I own a travel agency and have used Azzurra and Christian for several years for my clients. They are extremely professional and trustworthy. Every single one of my clients have returned singing their praises, and mine!! They have booked, wine tours, tours of the Hill Towns, Cooking Classes in Tuscany and every tour was spectacular. From my end, they are...

jvatravel belle mead nj

“Beautiful personal tours of Tuscany” - In the past two summers I've worked with Azzura to coordinate tours of Tuscany, shopping trips, and multiple airport pick ups and drop offs. The entire team is a pleasure to work with: punctual, knowledgeable, and simply a joy to be around. This team knows what they're doing. If you want to see Tuscany through a local's eye view contact...

“Personalized tours of Tuscany” - For all three adventures we were chauffeured by Azzurra or Christian, the owners of Viaggi D’Ambra tour company. Their warmth, local knowledge and personalities added much flavor and local flair to the time touring. We were able to modify what we did, when we did and where we did based on our specific areas of interest. The experience was much more enriched because of the personal commitment and effort of our tour guides. We felt like we had just become part of an extended Italian family. If you are looking for a relaxing, informative and tailor-made tour, we would highly recommend exploring the region of Tuscany with Viaggi D’Ambra.

Roland S - Naples, Florida

“Best tour guides in Italy” - This was our first trip to Italy and we traveled with 2 other couples. We spent 2 full days with Viaggi d'Ambra: one day with Christian and one day with Azzurra. We felt like we were traveling through Tuscany with a friend instead of a tour guide. They both shared so much of their knowledge of the regions with us...

JoyceY5875 Avon Lake, Ohio

“Excellent Tour” - Our guide for the Tuscany tour for the day was Christian and he was wonderful. He drove us to see many sights around Florence and the Chianti region. We stopped at the old town of San Gimignano where we had some time to wander around. Afterwards our treat was being taken to a small winery high up in the hills where we had lunch made for us by the young owners of this winery. It was a fantastic lunch, including wines and olive oils prepared by this couple. It was a very memorable tour and well worth the money paid.

VegasGal51 Thorold, Canada

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The Best Wineries to Visit in Tuscany

Few wine regions have the instant name recognition of Tuscany 's Chianti, first legally defined in 1716 (but recognized as a wine region as early as the 13th century). Some of Chianti's most acclaimed wines, however, don't carry its name. Only reds based on the Sangiovese grape can be called Chianti. Ambitious, rule-breaking Super-Tuscans, most often based on international grapes such as Cabernet, Merlot, and Syrah, carry the humbler IGT Toscana designation. Vintners near the town of Montalcino make Tuscany's greatest wine, Brunello di Montalcino, from a local Sangiovese clone, Brunello. Here, the best wineries to visit throughout the region. — Richard Nalley

Antinori Chianti Classico

Arguably the most widely known name in Tuscan wine around the world, Antinori's showplace winery in Bargino offers a wealth of visitor experiences, in addition to a "taste-your-way across Tuscany" lineup of wines in the tasting room. Book ahead for the various levels of guided tours and tastings, which include a short film, cellar visits, the art museum, and of course, wine tasting. The rooftop Rinuccio 1180 restaurant offers glass-wrapped views of the countryside. antinori.it

One of Italy's oldest wineries, dating to the mid-16th century, Montepulciano's Avignonesi has been rejuvenated since coming under new ownership in 2009 (among other things, the estate's 345 acres have converted to organic farming). The winery offers a broad range of bottlings — including its famous Vin Santo and Vino Nobile — plus a slate of tour, tasting, and dining opportunities. Closed January and February. avignonesi.it

Badia a Coltibuono

A former monastery, this impressive Chianti Classico estate is devoted now to the secular pursuits of wine and food (among other things, producing wonderful olive oil). Visitors here can choose from a menu of agro-tourism options, including stays in the comfortably refurbished ancient monastery (with a pool), wine courses, and a cooking school. The formal gardens are worth a stroll, too. coltibuono.com

Barone Ricasoli

Italy's oldest wine estate — 900 years and counting — is the one that essentially invented Chianti wine as we know it: The "Iron Baron" Bettino Ricasoli proposed it as a Sangiovese-based wine back in 1872. The Ricasoli family's imposing Brolio castle opens its gates these days for a variety of experiences, from drop-in tastings at the wine shop to elaborate tours and gourmet dinners. There is also a lovely and private house on the estate for two-night minimum stays. ricasoli.com

Biondi Santi, Tenuta Il Greppo

The history of the noble Biondi Santi family is inextricably bound up with the Brunello wines of Montalcino — it was an ancestor of the current proprietor, Jacopo, who isolated its revered Sangiovese Grosso grape clone in the 19th century. This most famous of Montalcino estates comes down on the side of tradition, producing monumental, long-lived wines for collectors. This extraordinary estate offers a range of tasting options with cellar visits, but it's a must to book ahead. biondisanti.it

This is the flagship property of Carmignano, and often its trendsetter — the first to introduce Cabernet Sauvignon to its blends, for instance. The excellent wine lineup here ranges from affordable everyday drinking, like the Barco Reale, to the muscular Super-Tuscan Ghiaie della Furba. The noble Bonacossi family offer their visitors an array of options, including guided tours with a tasting and lunch (book a terrace table at the Vinsantaia restaurant), and a culinary school. The estate also offers accommodations in two historic buildings, one a former hunting retreat of the Medicis. capezzana.it

Capo d'Uomo

These vineyards, painstakingly terraced on the sea cliffs of the Argentario promontory, are among the most spectacular anywhere. The wines are proprietary blends, two reds and a white, named for the winds that sweep across the vineyards. A stylish, personal-scale winery that also offers sea-view accommodations. grimaldisavelli.com

Castellare di Castellina

Media magnate Paolo Panerai's Chianti winery is one of Tuscany's most acclaimed estates, for its top-of-the-line Super-Tuscan I Sodi di S. Nicolo, its Chianti Classicos, and Vin Santos. Its vineyards are located in a natural amphitheater at some of Tuscany's highest altitudes. Book ahead for customized tours and picnics that take advantage of the estate's grounds and commitment to biodiversity. castellare.it

Castello Banfi

The Long Island-based Mariani family imports Italian wine to the U.S. — including such stalwarts as Riunite, Cella, and Bolla — and became vintners themselves 1978, buying up major holdings in Montalcino and across Tuscany. Today their portofilio includes an entire hamlet surrounding a medieval fortress they named Castello Banfi. This is a major wine tourism destination, which provides tasting opportunities for Banfi's extensive range of wines, plus restaurants, a boutique hotel, a glass museum, and a balsameria, where fine vinegar is made according to ancient methods. castellobanfiwineresort.it

Castello di Ama

Book ahead, and allow plenty of time, for a tour and tasting at this grand, deep-pocketed estate near Siena and its charming village. These wines, including the high-end Merlot L'Apparita and the Chianti Classicos, are highly regarded, with prices to match. You can also taste them at the wine bar L'Enoteca, in the village, or at a terrace table at Il Ristoro di Ama for lunch, but then you'd miss the impressive gardens, buildings, and 14 art installations on the estate's grounds. castellodiama.com

Castello di Nippozano/Frescobaldi

One of five Tuscan estates owned by the 30th generation of the Frescobaldi family, a Tuscan wine dynasty, and the region's largest vineyard owners. Wines like the wonderful Chianti Classico Riserva and the Mormoreto blend are enough of a draw here, but the atmospheric castle's picturesque perch above Pelago is added incentive, as are the comprehensive tours, tastings, and customizable private events. All of the Frescobaldi estates are open to visits (book ahead for tours). frescobaldi.com

Castigion del Bosco

The Ferragamo family (of fashion fame) founded this luxury resort on a 5,000-acre property in Montalcino's Val d'Orcia, whose history stretches back to 600 BC. Things have been considerably updated, with a top-notch Brunello di Montalcino winery, restaurants that source from the estate's own gardens, high-end accommodations (the resort is managed by Rosewood), and an 18-hole Tom Weiskopf golf course that takes full advantage of the rolling terrain. castigliondelbosco.com

Fattoria dei Barbi

The Colombini family has been making wine in Montalcino for 700 years, and its Brunellos and Morellino di Scansanos are among the region's best. A visit to the hilltop winery includes a museum devoted to the family and the wines of Montalcino. Stay on for a meal at the taverna, which serves local specialties, including the roasts that so perfectly complement these wines. fattoriadeibarbi.it

Fattoria La Loggia

Just south of Florence, this one-time Medici estate dating to 1427 is a complex of ancient stone buildings, walls, towers, and cellars overlooking a panoramic view of the Chianti hills. The estate's wines, including the Nearco Super-Tuscan and a celebratory spumante, share pride of place at this stylish agro-tourism destination with the owners' notable art collection. fattorialaloggia.com

Fattoria di Lamole

Welcoming and rustic, this non-boutique-ified winery and farm complex outside Greve occupies a lovely hillside surrounded by painstakingly stone-terraced vine-rows, silvery olive trees, and deep forests of chestnut and oak. The Chianti here, like the agro-tourism accommodations, is traditional and easy to enjoy. fattoriadilamole.it

Nestled in a picture-book setting in Chianti Classico's amphitheater-like Conca d'Oro (Golden Shell) valley, this is a large estate in Chianti terms, practicing organic and sustainable agriculture that extends not only to its vineyards, but to olive oil and cattle as well. The all-Sangiovese Flaccianello IGT is deservedly the star here, but the relatively more affordable wines down the line are sought-after, too. There are three guesthouses available for wine-country stays. fontodi.com

One of Tuscany's most familiar labels, Ruffino is also one of the most consistent of the large Chianti producers, turning out a vast selection of wines sourced from growers across the region. The firm owns numerous estates in Tuscany and typically receives visitors at Poggio Casciano, a 14th-century Tuscan villa just outside Florence with lovely grounds and a showplace barrel tunnel. Open weekdays only, by appointment. ruffino.com

Visitors interested in biodynamics and sustainability — not to mention soft-textured, full-flavored Vino Nobile di Montepulciano — should prioritize this exceptional estate southeast of Siena. It is open year-round for tours and tastings, with a kitchen that serves locavore lunches — the seasonal black truffles are from the estate — at the lovely terrace restaurant with its picture-window views. Another bonus: the multi-lingual guide staff. salcheto.it

Tenuta San Guido

The Marchese Mario Incisa's odd desire to duplicate First Growth Bordeaux on his swampy backwater estate in western Tuscany in the 1940s not only lead to arguably Italy's most famous wine, the much-imitated Cabernet Sauvignon-Cabernet Franc Sassicaia, but also touched off a land rush to the once-obscure northern Maremma reaches of Bolgheri. An appointment here is something of a pilgrimage for wine lovers, and there is also the allure of Italy's oldest nature sanctuary and the estate's historic buildings. tenutasanguido.com

Val delle Corti

Owner Roberto Bianchi is known as a traditionalist and Sangiovese loyalist — no Merlot here — and his organically farmed vineyards near Radda are at some of Chianti's highest elevations. "The Hut," a charming and well-appointed guesthouse on the property, offers both privacy and proximity for area touring. valdellecorti.it

Villa Pomona

A "heart of Tuscany" experience near Castellina, this lovely property produces worthy Chianti Classico (and fine olive oil) but enchants visitors with its age-old, rambling stone buildings and acres of diverse woodlands. Two guesthouses allow visitors to marinate in it all and to swim in the panoramic-view pool. fattoriapomona.it

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Best Tuscany Wine Tours

W hen we think of Italy’s food, there are a few things that come immediately to mind. Fresh pasta, hand-made and served al dente …  the sun-dried tomatoes and delicious cheese… there’s fresh herbs and cured meat… and of course, there’s wine! Because what Italian meal would be complete without a helping of red wine ?

Producer of some of Italy’s best wines, Tuscany  is also one of the world’s best wine regions. It is a place that grows the important Sangiovese grapes. They are primarily used for such wines as Brunello di Montalcino, Vino Nobile di Montepulciano, and Chianti.

When you’re in Tuscany , your experience would not be complete without getting to know some of the wineries more intimately. Hence, this list of the best Tuscan wine tours that allow you to indulge in the taste and culture of the Italian regions!

Siena Wine Tours : Chianti and San Gimignano 5-Hour Tour

Siena is second only to Florence when it comes to tourism in the Tuscan region, what with its extensive collection of art, history, and architecture. It’s also from here where you could strike out to the Chianti vineyards and the magnificent landscapes that surround them. In this wine tour, your guide will lead you beyond the beaten path and onto the place where the ruby fragrance of Chianti wine is born.

Your tastebuds will enjoy this product in one of the best cellars of the area, complete with a platter of cheeses, bruschetta, salami and meats — perfect companions for this drink.

After enjoying the sights, sounds, and tastes of the Chianti countryside, the tour will lead you to the UNESCO World Heritage Site that is San Gimignano. This medieval town has perhaps one of the first tower-lined skylines in the world, long before the skyscrapers of the modern day.

It is also home to the famous Vernaccia di San Gimignano wine, which you will also taste. The experience goes perfectly with a tour that spans the whole of the town, with its many squares, churches, alleys, and more.

Book Siena wine tours here .

Florence Wine Tours: Small Group Wine Tasting Tour to Tuscany

The attraction-dense Florence is also a great starting point for a wine tour! Take your time to walk around this treasure-laden city on your own. Then join your guide and a small group as you travel to the historic Chianti Classico area.

There’s just something special in this part of the world that produces some of the best wines known to man. It’s more than the beautiful sights. You will learn more about the secrets of the earth as your first stop, a wine estate, tours you around the wine’s production process.

This particular estate has three special wines for you to sample, together with some fresh olive oil. A second wine estate tour allows you to compare and contrast not just the taste but also the production methods of the various wines. As a plus, you’ll get a firsthand experience of just how well the wines pair with famous local meats such as ham, salami, bruschetta, and more!

Book this wine tour Tuscany here .

Poggibonsi: 4-Course Cooking Class with Wine Tasting

A good wine is best savored with a good meal, and fortunately Italy is all about both. This tour takes place within the picturesque confines of San Gimignano . It is a bottega that is as authentic an Italian kitchen as you can get.

After taking your own time to absorb the town’s treasures, a chef will give you and expert-level cooking class. Feel like an expert yourself as you make some of Tuscany’s classic kitchen specialties, such as pasta, chicken stew, and some dessert.

Join 14 other students as you master the traditions and techniques of the Tuscan kitchen. After this, take time to appreciate how well your meal pairs with a few fine glasses of local wine.

Don’t worry — a bit later on you’d be able to go on a proper local wine tasting session where you’ll learn to appreciate the finer flavors of the red nectar. Other wine tours shift your focus to the sights around you. But this one focuses on the stimulation of your palate.

Book this Poggibonsi wine tour here .

San Gimignano: Vineyard Walk and Lunch with Wine Tasting

Lately, vineyards are no longer simply revered places that produce wine grapes. They have also been turned into aesthetic marvels, especially with the introduction of “spiral vineyards” — grape vines arranged in a spiral pattern, with a vantage point at the center from which to view the marvel.

Visit one such spiral vineyard in this tour, owned by the Giachi family. Here you’ll learn not just about the vines but also about the history and context of almost every structure in sight. Of course, you will also get ataste and context of the estate’s wines. You’ll be able to trace their interesting history.

The tour is capped with a sumptuous Italian lunch, with such Tuscan food as Truffle lasagna, Tuscan ribollita, cantuccini, and more.

Book the San Gimignano wine tour here .

Montalcino, Pienza, and Montepulciano Food Tour from Siena

It says food tour on the label, but the real highlights here are the wine cellars you would be visiting. There’s one in Montalcino, which on its own is famous for its IG-worthy rolling hills and fresh produce. Its streets and fortress are typical of the Tuscan region, and its wines are as excellent.

The Pienza leg of the tour explores the area’s architectural treasures, especially the Val d’Orcia whose lanes overlook beautiful landscapes. The last leg, at Montepulciano, explores the stately buildings hand-in-hand with the area’s own ancient wine-making tradition. Finally, a bus drives you back down to Siena. Your exploration of the finer points of wine and history may continue there.

This is just a small cross-section of what Tuscany has to offer in terms of wine and all the fun that surrounds it. Wine production and wine-tasting is as much an art as is the region’s paintings and architecture. It is as much a product of nature as the unrivaled landscape that makes Tuscany such a draw for tourists the world over.

Book this multi-town Tuscany wine tasting tour here .

Of course, since the place is such a draw. You’ll want to have a way to avoid the crowds and jump the lines. This is why pre-booking, especially with a reputable tour company as Get Your Guide, is highly recommended!

Best Tuscany Wine Tours was written and photographed by Karla Ramos

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