Italy&Wine Tour

3-Day Tuscany Wine Tours

Tuscany - 3 days.

3 days Tuscany wine tour

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This exclusive 3-day, 4-night tour package provides a unique opportunity to discover the four best wine regions of Tuscany, from the beautiful Chianti Classico hills and the quaint Medieval town of San Gimignano, Montepulciano, and Montalcino, with three full-day of tours.

- Private transfers from/to Florence Rail Station

- Luxury hotel in the heart of the countryside of Tuscany to relax after a long one-day tour. 

- Three days' wine tasting and wine estate visits under the guidance of a wine expert. Visit four leading wine estates and one olive oil producer over three days.

- Traditional Tuscan meals with expertly paired wines.

- 4-star accommodation with charming views over the Chianti hills.

- Meet the producers and learn about wine-making while tasting their Chianti Classico, Super Tuscan, Vernaccia di San Gimignano, Nobile di Montepulciano, and Brunello di Montalcino wines.

- Visit the hilltop town of San Gimignano and  Montepulciano.

Villa I Barronci 

3 day tuscany wine tour

  • 3 nights in a 4 star hotel
  • 3 lunches during the wine tours included with wine as described in the itinerary
  • 3 one day tours + all wine tasting at the wineries
  • Transportation in a minivan with an English speaking driver
  • Transfer from Florence train station
  • Pick up in Florence and transfer to the hotel in the country side
  • Flights are not included with this package.
  • Dinners (our staff is available to assist you with reservations)
  • What not mention in the inclusions
  • Arrival in Florence - Private transfer to your 4/5-star hotel in Florence. - Evening meal in the hotel restaurant. If you prefer, we may alternatively book a table in a special restaurant for you.
  • DAY 1 - Wine Tour of Chianti Classico - Hotel breakfast and pick up for a private visit to the Chianti Classico area. - Visits and wine tastings in three wineries. Sample some world-famous Chianti Classico Docg and Super Tuscan IGT wines. - Lunch will take place at the second winery. This is a small boutique cellar where you are going to have a tasty local dishes and wines. - Dinner at the hotel.
  • DAY 2 - Wine Tour of Montalcino and Montepulciano - Breakfast at the hotel and check out. Departure for private wine tour of Brunello and Montepulciano - Visit two different wine cellar to sample the renowned Brunello DOCG and younger Rosso DOC local wines. - Lunch in a small winery. Enjoy a typical Tuscan menu paired with glorious Brunello di Montalcino wine. - In the afternoon stop to explore the beauty of Montepulciano and wine tasting in a prestigious local winery of Nobile di Montepulciano. - This evening, you may wish to have a nice quiet dinner at your hotel, or our staff is available to assist you with reservations.
  • DAY 3 - Wine Tour of San Gimignano - Breakfast at the hotel pick-up for a private wine tour of San Gimignano, land of Tuscany whites. - Stop in a beautiful old cellar set in the Chianti wine region. Wine tasting and olive oil tasting then drive along the beauty of an unspoiled country to get to San Gimignano, here you will stop in a small winery run by a young couple to enjoy a fresh homemade lunch with excellent white wines. - Later stop at the hilltop town of San Gimignano for free sightseeing through the ancients narrow streets. (on request you can ask for a professional tour guide ). - This evening, you may wish to have a nice quiet dinner at your hotel, or our staff is available to assist you with reservations.
  • Departure - At the end of the tour transfer to the Florence train station or Amerigo Vespucci Airport for your flight home.

Lunch in a small winery

Hi Victorio Sorry for the delayed reply. We have been very busy since getting back, catching up after being away. Unfortunately, we had to jump right back into real life here. We wanted to say thank you to you and your employees for organizing a vacation we will not forget! We had an amazing time learning about wines and we were very impressed with the level of knowledge and passion you and your staff showed. We will definitely recommend your company to anyone traveling to Italy in the future. The only feedback we have is that we would have preferred to have the longest day of wine tours on the first day, rather than the last and I think other guests may agree with us. It would be nice to end the last day a bit earlier to allow for time to travel to reach the next destination. But really, everything else was magnificent and we would not have changed a thing otherwise! Thank you for collecting and shipping our wines! Thanks again! Tessa and Rich

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Related tours, 5-day chianti and brunello wine experience.

5-Day Chianti and Brunello Wine Experience - private_package Wine Tour

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3 day tuscany wine tour

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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Couple on a Tuscany wine tour

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

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

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

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

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

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

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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

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

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

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

Winetraveler Rating (over 2,213 reviews):

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

Tuscany safari wine tour view

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

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

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

Highlights:

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

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,165 reviews):

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

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

Tuscany vespa wine tour

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

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

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

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

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

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

Winetraveler Rating (over 1,158 reviews):

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

Tuscany bike tour

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

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

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

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

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

Winetraveler Rating (over 3,633 reviews):

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

Tuscan cooking class tour

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

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

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

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

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

Winetraveler Rating (over 547 reviews):

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

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

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

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

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

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

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

Winetraveler Rating (over 415 reviews):

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

Fiat tuscany wine tour with girl posing

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

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

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

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

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

Private wine tour of Tuscany

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

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

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

Winetraveler Rating (over 15 reviews):

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

Horseback riding and pool wine tour in Tuscany

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

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

Tuscany Wine Tours from Rome

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

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

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

Tuscany wine tour from Rome aerial view

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

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

Winetraveler Rating (over 5 reviews):

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

Montepulciano and Pienza Tuscany Full Day Tour from Rome

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

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

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

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

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

Tuscany wine tour and hiking from Siena

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

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

Winetraveler Rating (over 122 reviews):

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

Tuscany wine tour from Siena

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

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

Winetraveler Rating (over 293 reviews):

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

truffle hunting in Tuscany

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

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

Tuscany Travel Logistics

Getting to tuscany.

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

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

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

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

Arriving from Other Parts of Italy

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

Getting Around Tuscany

Public transportation.

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

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

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

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

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

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

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

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

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

Cities, Towns and Villages within Tuscany

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

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

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

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

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

San Gimignano

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

Montepulciano

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

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

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

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

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

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The Top Tuscany Wine Tours & Tastings

Frequently Asked Questions about Wine Tours in Tuscany

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

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

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

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

What is the main wine region in Tuscany?

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

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Travel Italy Guru

  • Jun 20, 2021

Tuscany in 3 days - A Three Day Itinerary in Tuscany

Planning the perfect 3-day vacation in tuscany: tuscany 3 days itinerary.

Let me just begin by stating the obvious - if possible, do try to spend at least 5-7 days in Tuscany. There’s just so much to see and do in this stunning region! That said, it is still possible to do a great deal, and have an amazing vacation, even if your schedule allows for only 3 days in Tuscany.

So - what do you need to know before you start planning your itinerary? Which attractions in Tuscany are a must-see? How can you build the perfect vacation in Tuscany if you only have 3 days here? And what are the best sites in Tuscany? Hopefully this blog post will provide you with some useful pointers :)

Sien's Duomo

Tip: When planning your trip to Tuscany (or anywhere else, for that matter), keep in mind that the internet is both your best friend and a potential source for trouble.

While I am the first person to admit that there is a plethora of useful information online, I also know that unfortunately, there’s a lot of nonsense out there… Partial information, misleading reviews, paid content, and various articles by self proclaimed experts who copy-paste random pieces of content that they found online....

Forgive me if I sound blunt, but I’ve heard too many sad stories from disappointed clients to blindly trusted the recommendations that they found online, only to discover that in some cases, certain restaurants and attractions rise to fame not because they are exceptional, but because they have a very good digital marketing team. So please be aware of this issue, and only use trustworthy websites and guides ( or our private itinerary planning service, obviously ).

The Best 3-Day Itinerary in Tuscany? It Depends on Your Personal taste

When my team and I put together an itinerary for one of our clients, we first ask them to fill out a detailed questionnaire. Why? Because we want to get a clear idea of what they love and enjoy. That way, we can plan the perfect trip for them. (All of our itineraries are custom made.)

So, before you start looking for recommendations online, and googling “3-day itinerary Tuscany”, try to take some time to figure out what YOU love. What might the perfect vacation in Tuscany for YOU look like? What are YOU dreaming of?

For example:

Do you dream of three days of spectacular art, stunning architecture, and infinite amounts of hearty pasta dishes and Chianti wine?

Or are you a nature lover, and you’d rather go hiking among the vines or along the mountains, drink spritz cocktails on the beach, and sail between the islands (yes, it’s true, Tuscany has a number of beautiful islands you can explore!)

Or are you mainly interested in small and ancient towns, Italian village life, and leisurely tours?

Once you figure out what your principal interests are, and what your ideal vacation might look like, planning a solid itinerary becomes much easier. Sure, you might still want to incorporate the “must-see” attractions into your schedule, but the entire experience will be a better fit for you and your group, and far more enjoyable.

Tip: Don’t limit yourself to the classic route

Most websites will suggest you follow the classic route if you only have 3 days in Tuscany - Florence, Chianti, San Gimignano, Pisa, Lucca, Siena. This actually makes sense. All of these sites are beautiful and famous for good reason. However, as someone who has been specializing in tours in Tuscany for over 15 years , I’d like to point out that there is so much more to see and do here.... And adding even just one little “extra” thing to your itinerary can turn a “regular” vacation into a memorable experience.

Pisa's Piazza dei Miracoli - the Duomo, the baptisterum, and the Leaning Tower

Tuscany Recommendations: A 3-day Itinerary in Tuscany for Art Lovers

Florence: Tuscany’s capital, Florence, is one of the most beautiful and admired cities in the world. A true open-air museum, it is the perfect destination for art lovers. Here you will find jaw-dropping masterpieces by famous medieval and Renaissance artists (from Giotto and Massaccio to Michelangelo and Leonardo da Vinci), stunning churches adorned with beautiful frescoes, and world-famous museums that attract millions of visitors yearly.

If art is your passion, try to dedicate at least one full day to Florence. Ideally, spend two days in this jewel of a city. Some of the must see attractions in Florence are the Uffizi museum (which boasts marvellous pieces by Botticelli, Michelangelo, Leonardo da Vinci, Giotto, Caravaggio, and many others), the Accademia Gallery (where you will find Michelangelo’s famous statue, “The David”), the Santa Croce church (famous for its stunning frescos and the tombs of Michelangelo, Galileo Galilei, and others), Santa Maria Novella, San Marco monastery, and the city’s main cathedral, the Duomo of Santa Maria del Fiore (featuring Brunelleschi’s dome, a true architectural feat).

Florence, Tuscany - one of the most beautiful cities in the world

Siena : Siena is not as famous as Florence, but honestly, it’s such a beautiful gem to discover, especially for art-lovers. Even if you only have half a day to spend here, it should be enough to see the main sites: the incredible Duomo (Siena’s cathedral is one of the largest and most beautiful churches in all of Europe), the world-famous Piazza del Campo (where the Palio, Siena’s famous horse race, takes place twice a year), and the Palazzo Pubblico (Siena’s town hall).

Then, take some time to wander the ancient streets that haven’t changed much since the 14th century, and enjoy a delicious meal in one the traditional italian trattorie that hide between the red-brick alleys.

In the afternoon, take some time to explore the countryside, and do some wine tasting in the Chianti hills. Check our best recommendations on our popular guide book, “Tuscany for the Shameless Hedonist”.

Pisa and Lucca : Combining these two cities will guarantee a perfect day for art lovers. Pisa is famous for its Leaning Tower, and the surrounding monuments (such as the marvellous Duomo and the Baptisterium).

Lucca is small and simply delightful, a perfect place to discover beautiful art and architecture (don’t miss the Duomo of San Martino and the church of San Michele).

Most of all, it’s a pleasure to wander around the colorful streets and between the little piazzas, rent a bike and ride along the perfectly preserved Renaissance ramparts, and enjoy the city’s vibrant food and wine scene. (In fact, one of our best-loved wine tasting experiences is held in Lucca - you are welcome to join us!)

Tip: It’s probably better to visit Pisa in the morning and Lucca in the afternoon.

That way you can start your day with a visit to the Leaning tower, and then enjoy a good lunch and an afternoon stroll/bike ride along the walls in Lucca. Lucca also offers a better selection of restaurants than Pisa, which makes it the perfect destination for a very good dinner.

Tuscany Recommendations: A 3-Day Itinerary in Tuscany for Travelers who Love Charming Ancient Villages and Italian Food and Wine

If you have already visited Florence and climbed the Tower of Pisa, toured Siena and enjoyed the charms of Lucca, it's time to head out to the countryside and discover some of Tuscany’s magical ancient villages.

Driving along the Tuscan country roads, savoring the views of rolling hills, vineyards and farms, is the epitome of a true Tuscan experience.

If this is your first visit to Tuscany, I would probably recommend that you focus on the classic and beautiful villages in the Chianti region . You can dedicate the first day to Greve in Chianti and the tiny village of Montefiorale , which hasn’t changed one bit in the last 1000 years or so. From there, head to Castellina in Chianti , a three street hamlet surrounded by wonderful wineries and stunning views.

Alternatively, head to Pienza and Montalcino , in the magical Orcia Valley. Very few villages can compete with the charms of these two popular destinations. Pienza offers charming alleys, good food and stunning views, while Montalcino is home to one of the best known wines in Italy - the Brunello di Montalcino.

The rolling hills of the Val d'Orcia - Orcia Valley in Tuscany

If you need to recharge and relax, consider incorporating a visit to the thermal baths in Rapolano Terme into your itinerary. A dip in the healing waters, rich in minerals, is just the thing to sooth your body and soul after two intense days of sightseeing.

For additional ideas, especially if you are looking to get off the beaten path, either consult our travel guide or contact us directly for a custom made itinerary.

On your third day, consider visiting Volterra and the Etruscan beach . Start your morning in Volterra, small yet widely famous for its Etruscan past (which can be discovered in the small but fascinating local Etruscan museum).

The drive to Volterra is as rewarding as touring the town itself - the views are spectacular! Once you’ve visited the local museum, the Duomo and the alabaster workshops that Volterra is famous for, head south to the Etruscan coast, and visit Bolgheri

Bolgheri is one of the most charming villages in Tuscany, and a destination that no food and wine lover can afford to miss! ( Some of our best and most unforgettable wine tours take place in this part of Tuscany!)

Make sure you spend some time on the beach, too, and enjoy a wonderful Tuscan sunset, with a good cocktail in your hand :)

3 day tuscany wine tour

Tip: Tuscany is much bigger than you might think

Contrary to what many travelers assume, Tuscany is actually quite big. When planning your vacation, try to choose destinations that are within a reasonable driving distance from one another. Otherwise, you will end up spending too much time behind the wheel, and not enough time having fun!

Tuscany Recommendations: A 3-day Itinerary in Tuscany for Nature Lovers

If hikes and lakes and secret walking paths are your passion, then this itinerary is for you!

While not many tourists are aware of this, Tuscany is actually a little paradise for nature lovers. There is so much to explore here, from the mountains up north (in the Garfagnana area), to the forests in the east (near Arezzo), to the wild parks and beaches down south (in the Maremma).

The Garfagnana offers unspoilt hiking paths, ancient fortresses (google Fortezza Verrucole to learn more), hidden lakes and wildlife.

The Maremma offers nature lovers several attractions, including the Parco della Maremma, famous thermal springs (google Terme di Saturnia), and some of the best beaches in all of Italy.

The Casentino forest near Arezzo is wild and brimming with wildlife, hidden waterfalls and fantastic hikes.

Last but not least - all three regions remain relatively undiscovered by main-stream tourism, which is a true blessing!

Tip: Family-friendly destinations

All three regions (Garfagnana, Maremma and Casentino) are perfect for families, too. Consult our popular travel guide, Florence & Tuscany with Kids 2020 to learn more

One of the Maremma's many beautiful beaches

Need Some Help Planning the Perfect Vacation in Tuscany?

If you have any further questions, or if you need any help in planning the best itinerary in Tuscany, we are here to help! We have more than 15 years of experience in planning incredible itineraries in Tuscany for private travelers and groups, and we will be happy to create the perfect, custom-made, Tuscan adventure for you.

Looking for food tours, wine tastings, winery visits, cooking classes and hikes?

We offer a variety of original tours and activities , including guided visits to the best organic and biodynamic wineries, foodie tours, hikes and foraging tours, cooking classes (including special classes that take place in the homes of Italian families), urban shopping adventures, and so much more!

Please contact us for details - Ariela Bankier and her team will be happy to assist you in planning a memorable trip to Tuscany :)

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3 day tuscany wine tour

  • • Florence to Siena and San Gimignano Tour, Glory of Medieval Age in Tuscany
  • • Tour Pisa and Lucca :The Leaning Tower and the City Walls
  • • Tour Montepulciano and Pienza, discovering the Valdorcia region
  • • Siena and Chianti Tour, Medieval Charm & Wine Delights
  • • San Gimignano and Chianti: Ultimate Tuscan Escape
  • • Siena and Montepulciano: A Day of Medieval Marvels and Noble Wines
  • • Siena and Montalcino with Exclusive Wine Experience
  • • Tour Volterra e San Gimignano, discover the Etruscan, Roman and Medieval Ages
  • • Pisa Volterra and San Gimignano, from the sea to the hills of Tuscany
  • • Tour Cortona and Arezzo, Under the Tuscan Sun
  • • Assisi and Deruta, in the sacred land of St. Francis
  • • Outlet Shopping Sightseeing Tour
  • • Arezzo and Castiglione del Lago, Lake Trasimento on the border between Umbria and Tuscany
  • • Assisi and Perugia, discover the beauty of Umbria region
  • • Chianti Wine Tour
  • • Chianti Castles Exclusive Wine Tour
  • • Montepulciano Wine Tour, the Nobile Wine experience
  • • Montalcino Wine Tour, Brunello exclusive taste
  • • San Gimignano and Chianti wine tour
  • • Montepulciano and Montalcino wine tour with stop Pienza
  • • Bolgheri Super Tuscan wine tour
  • • San Gimignano wine tour
  • • Cortona and Montepulciano Wine Tour
  • • Chianti Wine maker for a day - make your perfect bottle
  • • Bolgheri and Scansano wine tour – the south coast of Tuscany
  • • 3 Days Tuscan Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano
  • • Half Day Florence Walking Tour - 3 or 4 hrs Private Walking Tour of Florence
  • • Florence Walking Tour, city center, Accademia and Uffizi Gallery
  • • The Medici Villas in Florence
  • • The Hills of Florence: Fiesole, Settignano, Piazzale Michelangelo
  • • Artisans tour in Florence
  • • Michelangelo:his life and works in Florence
  • • Tour Cinque Terre , the unique Mediterranean Coast
  • • Tour Portofino, Santa Margherita, Camogli: The Italian Riviera
  • • Livorno Shore Excursion to Florence
  • • Livorno Shore Excursion to Florence and Pisa
  • • Florence and The Mall Outlet shopping
  • • Pisa Shore Excursion with Lucca tour
  • • Cinque Terre Shore Excursion
  • • Chianti Shore Excursion
  • • Pisa and Volterra shore excurtion
  • • Rome to Venice (Venice to Rome) with a costomized en-route excursion
  • • Florence to Rome (or Rome to Florence) with an en-route excursion to Siena and San Gimignano
  • • Florence to Rome (or Rome to Florence) with an en-route excursion to Orvieto
  • • Florence to Venice (Venice to Florence) with an en-route excursion to Padua (Padova)
  • • Florence to Venice (Venice to Florence) with an en-route excursion to Ferrara
  • • Florence to Venice (Venice to Florence) with an en-route excursion to Bologna
  • • Florence to Milan (Milan to Florence) with an en-route excursion to the Ferrari museum
  • • Florence to Naples - Amalfi Coast (Naples to Florence) with stop in Orvieto
  • • Transfer Florence to Portofino with tour of Pisa and Lucca
  • • Florence to Rome (or vice-versa) with an en-route excursion to Arezzo and Castiglione del Lago on the Trasimeno lake in Umbria
  • • Direct Transfers from/to Florence, Rome, Venice, Naples, Milan, Airports, Ports, Train Station
  • • Ancient Rome daily tour
  • • The Vatican Guided Tour (3 hours)
  • • Rome Daily tour from Tuscany or Central Italy
  • • Venice Walking guided tour: 4 hours, with skip the line entries to monuments
  • • Venice Private Walking Tour of 3 hours: only outdoor with optional final Gondola tour
  • • Venice Islands 6 hours Private Guided Tour to Murano, Burano and Torcello
  • • Venice daily tour from Florence, Tuscany or central-north Italy
  • • Verona day tour from Florence
  • • Verona walking guided tour
  • • Barolo wine tour, Le Langhe in Piedmont
  • • 2 days tour of Barolo Wine tour and Truffle Hunting in Piedmont
  • • 2 days tour of Barolo Wine tour in Piedmont with local hazelnuts tasting
  • • 7 days Best tour of Sicily
  • • Tuscany Golf Tour
  • • Tuscany Beach Tour: Versilia, Costa degli Etruschi and Maremma
  • • Carrara Quarries: the marble of Michelangelo
  • • Hiking tour in Chianti and Tuscany

Family Friendly Tours

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3 Days Tuscan Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano

Tuscany wine tours.

3 days tuscany wine tour: chianti - toursintuscany.com

Traveler reviews

Would you like to spend some days in the Tuscan countryside enjoying beautiful views, historical sights, good food…and…Special Wines? Choose this customizable multiple days private tour that will bring you around the Tuscan Countryside and the coast.

You will visit medieval towns, nice country villages, vineyards. You will be surrounded by history and nature with some time for shopping of Italian best goods. We will start from your accommodation and drive you discovering the Chianti area and the medieval village of San Gimignano.

The second day we will drive you through the hills of Volterra and we will reach the Mediterranean see to discovery the village of Bolgheri and its famous Supertuscan wines based on Merlot grape grown up on sandy soils and exposed to the hot sun of the south part of Tuscany and cooled down by the salty sea winds. We will end up in Scansano near the Natural sea reserve and Regional Park of Maremma south of Grosseto province,  a real enchanting wild area of Tuscany,  where you will discover Morellino di Scansano wine, made out of San Giovese grape.

The third day we will drive to the heart of Tuscan land, the south province of Siena to discover two of our most famous wine the Brunello di Montalcino and the Vino Nobile di Montepulciano. You will discover the Val’ d’Orcia, its medieval towns of Montepulciano and Montalcino, its clay hills cultivated in wheat, vineyards and olive grows.

We will plan your private tour discussing the details with you in advance.

We will reserve wine tastings in each wine areas, we will customize your itinerary discussing your needs, we will reserve the accommodations based on your preferences.

GENERAL INFORMATION

Available: All year round, rain or shine

Duration: 3 full days up to 8 hours, but customizable to more than 3 or to more than 8 hours.

All drivers/guides are Tuscan locals

All tours can be customized according to your interests and/or timetable

Tours in Tuscany can make suggestions for a personalized itinerary based on your preferences.

Quotes for tour will be personalized according to your needs, timetable, group size, etc.

Wineries – Boutique family owned wineries, well rated internationally and out of mass tourism. Note we can also check availability to visit wineries suggested by you.

Wines tasted

Reds: Chianti Classico Riserva (Sangiovese grape, blended with local grapes aged 24 to 36 months) Chianti Classico ( Sangiovese grape blended with local grapes, aged up to 24 months).

Vino Nobile di Montepulciano, Riserva di Vino Nobile di Montepulciano (Sangiovese grape, variety Prugnolo Genitle blended with other local red grape).

Brunello di Montalcino, Riserva di Brunello di Montalcino (100% Sangiovese, variety Sangiovese Grosso), Rosso di Montepulciano, Rosso di Montalcino.

Morellino di Scansano (Sangiovese grape blended with local grapes)

Whites: Vernaccia di San Gimignano (Vernaccia Grape 100%), Vermentino Toscana IGT (Vermentino grape)

Olive oil Tasting : Extravirgin Olive Oil Toscano DOP and IGP

Possibility to ship wine and/or olive oil, door to door, directly from the wineries.

INCLUDED IN THE TOUR

  • Luxury, air-conditioned vehicle
  • Pick up and drop off at your accommodation
  • English-speaking driver at disposal all day
  • All local taxes, gasoline, highway/parking tolls, and driver's meal

NOT INCLUDED

  • Wine tasting fees
  • Admission fees where required unless otherwise specified
  • Guide inside of official tourist sites such as museums and churches

Contact us and we'll send you a personalized proposal and quotation or call us at +39.328.619.9279 (we don't send any spam)

Please make sure you include: date of service, number of people in your party and pick up drop off location/accommodation.

I read the privacy policy and consent the processing of the data, in compliance with the D. Lgs 30 giugno 2003 n. 196*

It will be our pleasure to get back to you within 48 hours. Check your spam box in case you do not hear from us!

3 day tuscany wine tour

Tuscany Tours

Private Tours of Tuscany. Your day discovering the most beautiful towns and medieval villages of Tuscany

3 day tuscany wine tour

Private Tuscany Wine Tours with wine tastings of Chianti Classico, Brunello di Montalcino, Nobile di Montepulciano, Bolgheri Supertuscan Wines

3 day tuscany wine tour

Florence Tours

Private Guided Florence Walking Tours with local Certified Guides. Find the best walking tour of Florence and other experiences.

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Tour Cinque Terre and Portofino

Private Excursion to Le Cinque Terre, Portofino, Santa Margherita Ligure, Camogli and The Italian Riviera

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Livorno Shore Excursions Tuscany

Livorno Shore Excursions to Florence, Pisa, Chianti, Le Cinque Terre, San Gimignano, Lucca, Volterra.

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Transfers Tours

Private Transfer or maximize your trip with our Transfers Tours with stops: Florence, Rome, Venice, Naples, Amalfi, Milan, France, Switzerland and others

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Tours of Rome, the ethernal city, the center of the ancient world

3 day tuscany wine tour

Venice Tours

Tour of Venice, the "Serinissima" Republic, queen of the mediterranean sea 

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Verona Tours

Verona, the romantic city of Romeo an Juliet

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Piedmont Tours

Memorable Tours of Piedmont. Barbera, Barolo, Barbaresco Wine Tours Experiences in the beautiful Langhe region also famous for White Truffle and hazelnuts.

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Sicily Tours

Wonderful Tours of Sicily and Experiences in one of the most beautiful Italian island, the center of the Mediterranean Sea, rich in its millenary culture.

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Outdoor Tours

Tuscany Open Air Tours: Golf in Tuscany, Tuscan coast and Beach, Hiking in the Tuscan Coutryside, Visit to the marble quarries in Carrara

3 day tuscany wine tour

Our company has developed during the years experience working with several families.

3 day tuscany wine tour

APRIL SALE:   Discover and book at   up to 60% off!

TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun

  • Christmas & New Year

Places You’ll See

Tuscany

  • Introduction
  • Day 1 Welcome to Tuscany - Check-In
  • Day 2 Tuscany & Chianti Region - San Gimignano - Wine Tasting
  • Day 3 Free morning to relax by the pool and Check Out

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What's Included

  • Accommodation

Where You'll Stay

Your peace of mind options, cancellation policy.

A transparent overview of applicable fees.

Reviews About This Operator

  • Tour Operator Italy on a Budget Tours 4.6
  • Annabelle · 30th November 2023 Antonio was very kind and personable, I think he did a wonderful job ensuring we still had a good experience despite... Show more Review collected by Italy on a Budget Tours
  • Charlotte · 30th November 2023 Antonio was efficient in getting us from place to place. He set up a WhatsApp group which was helpful and was able to... Show more Review collected by Italy on a Budget Tours
  • Michele · 30th November 2023 Nice guy but he needed to provide more information. Because of traffic, we had to take a boat from Amalfi to Positano... Show more Review collected by Italy on a Budget Tours

Dates & Availability

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Frequently Asked Questions

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Good to Know

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As a traveller from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for types C, E, F, L.

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

  • Isabelle Hoyne
  • February 16, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

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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See Fabulous Tuscany in 3 Days

With this Tuscany in 3 days itinerary you can see Florence and some of the region’s highlights, and get a taste of this wonderful part of central Italy.

This itinerary takes you on a road trip around the central part of Tuscany , where the main sights are. Here we give a complete 3 day itinerary, and suggest a couple of alternative places to visit, depending which part of Tuscany takes your fancy.

Of course, having more time allows you to have a deeper and more relaxing experience. If you decide to extend your stay time, check out our Tuscany in 5 days itinerary .

If you only have 3 days and you don’t want to rent a car, the best option is to base yourself in Florence and take day trips . You can use public transport or join guided tours to make the most of your time. This way you can see the most famous destinations, including Siena, the Leaning Tower in Pisa and the Chianti vineyards.

Tuscany in 3 Days itinerary

Day 1 – florence.

Florence’s historic centre is compact enough that it can be explored in one day . This means you’ll see the famous Cathedral, Piazza Signoria, the Ponte Vecchio,Piazza Santa Croce and if you make an early start, you can fit in one museum visit in your day. In this case you need to book the entrance in advance, to avoid wasting time in queues. Same thing if you’d like to climb the Cathedral’s Dome, book in advance!

You could also join this popular Best of Florence Walking Tour to have a professional guide introducing you to the city’s highlights and learn some fascinating stories.

=> Follow our One Day in Florence complete Itinerary .

3 day tuscany wine tour

DAY 2 – SIENA & THE CHIANTI REGION

On the second day, you can drive from Florence to Siena , winding your way through the beautiful countryside of the Chianti region. Have a look at our road trip in the Chianti region to see the most scenic spots along the way . It’s a great idea to stop for lunch at a winery, and include some wine tasting. You are after all in one of Italy’s most acclaimed wine regions.

Arrive in the Medieval gem that is Siena and allow a couple of hours before dinner to explore the highlights. Make sure you see the Cathedral , and enjoy an aperitivo and/or dinner in the magnificent piazza del Campo to really get a feel for the city.

Driving distance : Allow a couple of hours (minimum) to drive from Florence to Siena, crossing the Chianti region (this timing doesn’t include any stops). Bear in mind that you’ll be driving along some narrow, winding roads, so the going can be a little slow in some stretches.

GOOD TO KNOW – Parking : parking in Siena’s historic centre can be a challenge. Check with your hotel if they have a private parking, or ask for the nearest parking. Same goes for Florence: free parking in/near the city centre is impossible. If you’re staying in the city centre, check with your hotel about the ZTL (Limited Traffic Zone), they’ll organise a permit for you.

unesco sites tuscany

Insider’s Tip => Book a wine tasting experience in advance . Wine tasting always needs some planning. Don’t expect just to turn up at a wine estate, as most have set hours for tours and visits. Check out this family-run Winery near Greve in Chianti that organises visit s to the cellars and wine tasting.

If you rather be based in Florence and join a guided tour , avoiding the stress of driving (especially if you like the idea of trying some Chianti wine!), this is a great FULL- DAY TOUR from Florence : including the Chianti region, Siena, and the Medieval hilltop town of San Gimignano . The tour includes a traditional lunch with wine tasting .

DAY 3 – PISA & LUCCA

On your third day it’s time to see another of Tuscany’s famed wonders , the Leaning Tower of Pisa . It takes about 1 hour to get from Florence to Pisa (by car or train). The Square of Miracles , a Unesco site and one of Italy’s most impressive piazze , is an absolute must.

Keep in mind that it’s busy and crowded, especially if you’re visiting in the Summer. We suggest you pick a Guided Tour of the Piazza dei Miracoli Complex to better appreciate the historical relevance and artistic details-highlights of this place, and make the most of your time.

You can then spend the rest of the day in Pisa, or if you’re feeling energetic you could drive another 30 minutes and spend the rest of the day in Lucca . This delightful walled town welcomes its visitors with lovely squares and historic churches, lively bars and plenty of shopping opportunities.

where is tuscany

ALTERNATIVE DESTINATIONS for a 3 DAY ITINERARY in Tuscany

Val d’orcia iconic views.

If you’d like to see those iconic Tuscan countryside views – isolated cypress trees lining a distant hill – you need to head to the dreamy Val d’Orcia . This area, located south of Siena, includes Montalcino and Pienza , some of Tuscany’s most picturesque small towns. This One Day Road trip around Val d’Orcia points out the most scenic spots of the area.

TOUR FROM FLORENCE VAL D’ORCIA STRESS FREE -> Explore a trio of the most charming towns in Tuscany’s UNESCO-listed Val d’Orcia region . Taste prized red wines like Nobile di Montepulciano and Brunello di Montalcino, stroll through picturesque Pienza on this all-inclusive tour.

tuscany in 3 days

A Day in Eastern Tuscany – Cortona & Arezzo

This other option takes in the Eastern part of tuscany , with the main town Arezzo , an historic town famous for its antiquity shops and artisans.

While the hilltop town of Cortona , made famous thanks to the bestselling novel “Under the Tuscan Sun” is well places on the tourist map – offering great views and a intriguing Medieval vibe – Arezzo is a more of a ‘knowledgeable traveller’ kind of destination. A handsome town with a splendid main square, great shops and because a little less touristy, an authentic feel.

For more ideas planning your visit to Tuscany , have a look at our Itineraries based on your interests and Tuscany for your personality type !

What is like to drive in Tuscany? => Planning a Road Trip to Tuscany, insider’s tips .

=> Top 20 Experiences in Tuscany

=> 8 Famous Statues you must see in Florence

=> Best 7 Photoshoot Locations in Tuscany !

One last thing => Some people ask if 3 days is enough to see Tuscany. To really appreciate the region’s artistic treasures and natural beauty you surely need more time, but in 3 days you can get a taste of this region, because some of the main sights are within easy reach from Florence, and travelling around is quite easy with a bit of planning in advance.

Your friendly online guide to Florence and Tuscany. Get our insider travel tips delivered to your mailbox every month.

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3 day tuscany wine tour

Adventures & Sunsets

The Ultimate 3-Days in Tuscany – Live La Dolce Vita in 72 Hours

Posted on Last updated: October 4, 2023

Unsure how to plan 3 days in Tuscany (and how to budget)? I’ve got you covered in this article with a little bit of all the must-see sights.

Just hearing the name “Tuscany” conjures up a sense of wanderlust, doesn’t it? Close your eyes for a second. Imagine the rolling hills blanketed in vineyards, the aroma of fresh pasta wafting through the air, and historic cities that feel like stepping back in time. And, did you know that the idyllic Italian region is home to at least eight UNESCO World Heritage Sites? That’s more than 20% of Italy’s total UNESCO sites, all packed into one region!

So, it is not the allure of cities like Florence and Siena that make Tuscany a favorite tourist destination year-round for millions of tourists annually; it’s also its unique and absolutely captivating landscapes. Whether you are an art aficionado, a wine connoisseur, or someone who simply loves to bask in natural beauty, Tuscany has something for everyone.

Got 3 days to spend? Well, you are in luck, as I am about to take you on a 72-hour Tuscan adventure that will give you a bit of everything. Put on your best pair of walking shoes and fasten your seatbelt. The guide I’ve put together will reveal local haunts, must-see attractions, and a few hidden gems that even seasoned travelers might not know about.

Beautiful villa and views of Tuscany!  3 days in tuscany itinerary

What to Know Before Your 3 Days in Tuscany

Before you set foot in this Italian paradise, there are a few essentials you’ll want to sort out. Trust me, a little prep work goes a long way in ensuring your trip is smooth sailing from start to finish.

Where to Stay in Tuscany

Expect to be spoiled for choice, from budget-friendly dormitory-style rooms starting at just €30 per night (ideal for backpackers and solo travelers) and mid-range hotels that provide comfort and convenience, with rates averaging around €150 per night (ideal for couples or small families) to high-end experience options, such as luxury farmhouses, castle-like mansions and luxury villas.

Location-wise, I’d suggest a central base for your explorations to travel from daily. Florence and Siena are obvious options, but some of the most strategic spots (given the selected itinerary) are San Gimignano or Certaldo . Also, Montecatini Terme is also a great idea (a spa town situated almost halfway between Florence and Lucca, offering relaxation and easy access to both cities).

My top recommendations are:

  • Hostel : Staying in a hostel in Tuscany offers an affordable gateway to immerse oneself in the local culture, meet fellow travelers, and enjoy the rustic charm of the region, all while being centrally located to explore its renowned landscapes, historical sites, and vineyards. Florence is a great place for hostel life.
  • Hotel: Opting for a hotel in Tuscany provides guests with a blend of opulent amenities, personalized service, serene privacy, and the tranquil ambiance of the Tuscan landscape, making it an ideal choice for those seeking a more refined and restful experience.
  • Luxury villas: If you want to go all-out and discover the Epitome of luxury in Tuscany, rent one of many incredible villas available in the area! Dive into lavish hilltop villas with breathtaking views. Every villa boasts top-tier amenities, including a personal concierge, sauna, jacuzzi, and your own private gym. Stroll through serene gardens and take a dip in secluded pools. Looking for the best pricing? Check out Kinglike Concierge portfolio for the most epic and affordable luxury villas in Tuscany for a true dream escape.

Getting around Tuscany

Navigating Tuscany is relatively straightforward, but it’s good to know your options. First of all, the region has an extensive bus and train network with cheap bus rides (costing around €1.50). 

Of course, you may also rent a car, especially if you are looking to explore the countryside, and expect to pay around €10-€50 per day (depending on the selected vehicle). Or you may hire a private driver and opt for a high-end experience (prices average around €50 per group of 6-8 individuals). 

Needless to say, Tuscany is also a cyclist’s dream, particularly in the Chianti region. Bike rentals start at €15 per day. See my article 4 Reasons You Should Travel Tuscany by Bike !

3 Days in Tuscany Day 1: Florence and Surroundings

Florence is the birthplace of Renaissance and a city that’s practically an open-air museum! This is a fantastic starting point for 3 days in Tuscany. It deserves more time, but if you only have 3 days, one should be spent here. Here is how to make the most of your first epic day in Tuscany.

Breakfast in Florence

Start your day with a hearty Italian breakfast at Caffe Gilli, one of Florence’s oldest cafes. A cappuccino and a cornetto will kickstart your day like a true Italian.

Amazing cafes and restaurants of Florence Tuscany

Florence Cathedral, Duomo & Uffizi Gallery

First, you must check out the most iconic sight of Florence – the Cathedral and Duomo! you can enter the cathedral, but the true sight comes when you climb the Duomo and take in amazing views of Tuscany from the top.

Next, head back to Florence and dive into the world of Renaissance art at the Uffizi Gallery. It is best to book in advance to skip the long queues, and tickets are € 19 for adults over 17 years of age (children up to 17 years old pay just two euros while larger groups get special discounts).

3 day tuscany wine tour

Mercato Centrale & Stibbert Museum

After soaking all that art, refuel at the bustling market of Mercato Centrale and grab a panini or some pasta; you are in Italy, after all! Feel free to visit the lesser-known Stibbert Museum, a kid-friendly hidden gem with a fascinating collection of historical artifacts and armours. Tickets are around € 8 per person.

Ponte Vecchio and Florence Cathedral

Florence view from Piazzale Michaelangelo

After lunch, make your way to Ponte Vecchio, the iconic bridge that has stood since the 14th century. Just a 10-minute walk from there is the Florence Cathedral, with its awe-inspiring dome designed by Brunelleschi. Fun fact: The cathedral took nearly 140 years to complete!

Piazzale Michelangelo and Dinner

As the sun starts to set, make your way to Piazzale Michelangelo. The panoramic views of Florence are the perfect backdrop for a stunning sunset that remind me of the days I studies abroad here in college!

Wrap up your day at Trattoria Za Za, known for its delicious Tuscan cuisine and family-friendly atmosphere. You may also try authentic Tuscan meals at Trattoria Mario, with dishes like ribollita and bistecca alla fiorentina stealing the show. Expect to spend around €20-€30 per person for a 3-course meal.

3 Days in Tuscany Day 2: Siena and Chianti Region

The second day takes you away from the hustle and bustle of Florence and into the heart of Tuscany – Siena and the Chianti wine region. Nothing can prepare you for the medieval charm of the first and the intoxicating beauty of the latter. Trust me, you’ll want to have your camera ready for this one!

Breakfast in Siena

breakfast in Siena 3 days in Tuscany

Siena Cathedral and Piazza del Campo

Your ventures can start with exploring the architectural marvel called the Siena Cathedral. The intricate facade and stunning interior are a feast for the eyes. Tickets are around €9 per person. Just a short walk from the cathedral lies the iconic square of Piazza del Campo, famous for its ancient Palio horse race and a perfect spot for a coffee break and some people-watching.

Saltalbero Adventure Park

Located near Siena, this adventure park offers rope courses, mini-golf, and archery. It’s a fantastic outing for families and those looking for a bit of adventure. Prices start at €15 per person.

Wine tour in Chianti

Head to the Chianti region for some wine tasting – 3 days in Tuscany would not be complete without some wine!

Many vineyards offer grape juice tasting for kids, so it is a win-win for everyone! The Chianti region is just a 30-minute drive from Siena. Tours start at around €50 per person, and quite higher at renowned vineyards like Castello di Ama and Fattoria Vignavecchia.

Dinner at Osteria Le Logge

Dinner at Osteria Le Logge in Siena old town Italy

Wrap up your day at Osteria Le Logge, a cozy spot known for its authentic Tuscan dishes and focus on local ingredients. It is also one of the top-rated restaurants in the area with a great atmosphere dinint right in the old town. Expect to spend around €30-€40 per person.

3 Days in Tuscany Day 3: Pisa and Lucca

Your final day in Tuscany is a dreamy trip to two iconic cities: Pisa, home to the world-famous Leaning Tower, and Lucca, a charming retreat with Renaissance walls and adorable piazzas. Get ready for a double-header as we explore these two.

Breakfast in Pisa

Begin the day at Filter Coffee Lab, a modern cafe that provides a mix of Italian and international breakfast options. Expect to spend around €10 per person.

Leaning Tower of Pisa

Leaning Tower os Pisa is a must on any 3 days tuscany itinerary

No trip to Tuscany is complete without seeing the Leaning Tower of Pisa. Tickets to climb the tower are around €18 per person, and it is best to book in advance to skip the long lines (and potentially land on exclusive early-bird deals). Did you know? The tower leans at an angle of 3.97 degrees!

Lunch at Osteria in domo

Just a short walk from the Leaning Tower is Osteria in domo, a cosy spot that serves a variety of delicious Tuscan dishes, with prices around €15-€20 per person.

Get Lost in Pisa’s Historic Town

Take some time after lunch to walk off the delicious meal you undoubtedly just had! Pisa has tons of treasures to discover, from a scenic walk along the river to other historic sites. Some other places to check out Piazza dei Miracoli, the Baptisterium, and Cattedrale de Pisa as you explore.

Lucca’s Renaissance Walls and Guinigi Tower

Lucca, Tuscant tower

Lucca is a truly charming, smaller Tuscan town to visit on your 3 day Tuscany itinerary. Arrive in Lucca early in the afternoon (it’s just a 30-minute train ride from Pisa) and rent bikes to take a ride along the city’s ancient walls. Bike rentals are around €5 per hour.

You could also squeeze in a short visit to the scenic Piazza dell’Anfiteatro. And, if you still have some energy left after that, you must climb the Guinigi Tower for panoramic views of Lucca (tickets are about €5 per person).

Dinner at Buca di Sant’Antonio

End your Tuscan adventure at this famous restaurant that has been serving authentic Tuscan cuisine since 1782. Expect to spend around €35-€45 per person on delicious authentic and creative twists on Italian favorites.

Other Recommendations for Tuscany

3 day tuscany wine tour

If you find yourself with some extra time, or if you are looking to customize your 3-day Tuscany itinerary, some additional activities and culinary delights worth considering are:

  • Italian cooking classes
  • hot-air balloon rides from Florence, Tuscany, and more
  • hiking in the Apuan Alps
  • Learning to make pasta like a true Italian
  • get a bird’s eye view of Tuscany’s stunning landscape
  • walk along some of the best hiking trails in Tuscany

For food and drinks, a hearty bowl of Papa al pomodoro (a tomato and bread soup), accompanied by Cantucci and Vin Santo (almond biscuits dipped in sweet wine- a classic Tuscan dessert) and a glass of Chianti Classico (a staple local red wine) is a combination for which your palate will thank you forever.

3 day tuscany wine tour

Wrapping up 3 Days in Tuscany

There you have it – a jam-packed 3-day itinerary that takes you through the heart and soul of Tuscany. From the art-filled streets of Florence to the rolling vineyards of Chianti, and from the emblematic Leaning Tower of Pisa to the hidden charms of Lucca, this guide has got you covered with a bit of all the best things to see. 

Although 72 hours is not enough time to see, feel, taste, hear, and experience everything this fairy tale-like Italian region has to offer, you do manage to get a glimpse into what is on the other end of such a trip. Let’s face it. Tuscany is not just a destination; it’s a state of mind!

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THE 10 BEST Tuscany Wine Tasting Tours

Wine tasting tours in tuscany.

  • Wine Tours & Tastings
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  • Up to 1 hour
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  • 4 hours to 1 day
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3 day tuscany wine tour

  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

3 day tuscany wine tour

1. Small-Group Wine Tasting Experience in the Tuscan Countryside

3 day tuscany wine tour

2. Florence Sunset Walking Tour with Wine & Food Tasting

3 day tuscany wine tour

3. Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence

3 day tuscany wine tour

4. Tuscany Guided Day Trip from Rome with Lunch & Wine Tasting

3 day tuscany wine tour

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

3 day tuscany wine tour

6. Tuscany Vespa Tour from Florence with Wine Tasting

3 day tuscany wine tour

7. Cooking Art Brunelleschi

3 day tuscany wine tour

8. Exclusive Wine Tour and Tasting Experience in Siena

3 day tuscany wine tour

9. Chianti Half Day Wine Tour from Florence

3 day tuscany wine tour

10. Chianti Wine Tour from Florence

3 day tuscany wine tour

11. Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

3 day tuscany wine tour

12. Tuscany Vespa Tours Through the Hills of Chianti

3 day tuscany wine tour

13. Small-Group Tuscany By Vespa

3 day tuscany wine tour

14. San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

3 day tuscany wine tour

15. Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting

3 day tuscany wine tour

16. Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

3 day tuscany wine tour

17. Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

3 day tuscany wine tour

18. Chianti Wineries Tour with Tuscan Lunch and San Gimignano

3 day tuscany wine tour

19. Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

3 day tuscany wine tour

20. Honest Wines- Wine tasting at Cantina Biagiotti

3 day tuscany wine tour

21. A Brunello Cooking Class with Vineyards View Winery

3 day tuscany wine tour

22. Tuscany Vespa Tour from Florence

3 day tuscany wine tour

23. Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

3 day tuscany wine tour

24. VIP Wine Experience Montalcino & Montepulciano with Lunch

3 day tuscany wine tour

25. Tuscany Sunset Vespa Tour

3 day tuscany wine tour

26. Florence River Cruise on a Traditional Barchetto

3 day tuscany wine tour

27. Tasting Tour in One of The Most Beautiful Cellar in the World

3 day tuscany wine tour

28. Florence: Trip to Chianti, Siena, San Gimignano + Lunch & Wine

3 day tuscany wine tour

29. Small Group E-Bike Chianti Tour with farm lunch from Siena

3 day tuscany wine tour

30. Chianti Wine Tour in Tuscany from Florence

What travellers are saying.

Marci

  • Calista K 1 contribution 0 5.0 of 5 bubbles Amazing day in tuscany This was a great tour. They start out with a quick driving lesson of the Vespa. It is a bit intimidating but it is nice you can practice before riding. Then, you take the Vespa’s about 40 minutes into a small countryside town. It was lovely! We headed back and went to a wine tasting followed by a lovely meal overlooking Tuscany. It was the perfect length tour and I loved seeing the rolling hills of vineyards and olive groves. I would highly recommend. Read more Review of: Small-Group Tuscany By Vespa Written 17 April 2024 This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

George S

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Best of Tuscany 3 Day Tour from Florence

San Gimignano

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Our Best of Tuscany 3 Day Tou r will take you on an exciting adventure through the Tuscan countryside as you indulge in local wines, traditional foods, breathtaking scenes, and rich history. Step back into the 15th century to learn all about the royal Medici family. Tour the magnificent exteriors of the Medici Palace and Uffizi Gallery to better appreciate the legacy of these wealthy nobles. Participate in a food-tasting tour of Storico Mercato Centrale and close out the day with an aperitivo on a rooftop with sunset city views. Continue your journey to San Gimignano – a UNESCO World Heritage Site. After enjoying a self-guided stroll through the ancient streets, head to the medieval ruins of Monteriggioni. In the Chianti region, sip on some of the finest Italian wines and enjoy a traditional Tuscan lunch before discovering Siena’s beauty. Take in the rolling hills and lush vistas of Val D’Orcia Valley, home to fine Italian wines your palate will be lucky to try. Explore the charming surrounding towns of Pienza and Montepulciano before concluding your 3-day adventure.

For food and wine lovers seeking a short and sweet Tuscan getaway, our Best of Tuscany 3 Day Tour is just the right choice for you. As your local guide takes you around Florence, gain insider info about the royal Medici family and some of the best landmarks of the city. Discover quaint towns, taste great food and wine, and indulge in self-guided tours at your own pace. This experience includes wine tastings, a Tuscan lunch, hotel accommodations, and expert guides. Book your Tuscan adventure today!

Best of Tuscany 3 Day Tour from Florence Highlights

  • Learn all about one of the richest families in all of Tuscany – the Medici – and discover their claim to fame
  • Explore the stalls of the Storico Mercato Centrale, learning about and sampling various traditional foods and drinks
  • Taste some of the finest Chianti wines Italy has to offer and tour wine cellars in Montepulciano
  • Journey through San Gimignano and enjoy a self-guided tour at your own pace where you can take in the surroundings
  • Feast on a traditional three-course lunch whilst you look out at the picturesque, rolling Tuscan hills
  • Enjoy luxurious stays in the City of the Renaissance, at a hotel of your choice from our personalized list
  • Visit Pienza and Montepulciano and marvel at their landscape panoramas of Va d’Orcia Valley - a UNESCO World Heritage Site
  • Be led by experienced guides across famous attractions and enjoy magnificent views of the cities along the way

Best of Tuscany 3 Day Tour from Florence Itinerary

  • 10:45 - Meet your guide at Palazzo Vecchio
  • Head towards Florence City Hall, exploring the streets and discovering Florence's Renaissance legacy at Piazza della Signoria
  • Admire Loggia dei Lanzi's open-air sculpture gallery, pass by the Uffizi Gallery, and marvel at the exterior of the Cattedrale di Santa Maria del Fiore
  • Walk by the Basilica di San Lorenzo and the Riccardi Medici Palace, while delving into the Medici family's impact on Florence's history
  • Visit two local artisan stores in Florence
  • 14:00 - Start tasting tour at Storico Mercato Centrale, kicking off with a Limoncello group shot
  • Explore the market, indulging in food and wine tastings like truffle, gelato, pizza, local chocolates, and Vino Santo
  • 16:30 - Head to the city center and follow the guide to a hotel’s exclusive rooftop
  • Relax with an Italian aperitivo and cold-cut platter, enjoying sunset views while the expert guide shares insights about the Italian Aperitif
  • 17:30 - The tour concludes at the venue
  • Overnight in Florence
  • Meet your guide at a centralized location in Florence
  • Start your Tuscan explorations in the village of San Gimignano, a well-preserved and charming medieval town that's a designated UNESCO World Heritage Site
  • Your guide will drop you off at the historical center, where you will have 2 hours to wander through the labyrinthine streets on a self-guided tour. Take some free time to visit the sweeping squares, grand palaces, towering churches, and the towers that stand above it all. Contemporary art lovers can check out one of the many galleries like Galleria Continua. Or, visit Il Criollo or Gelateria dell’Olmo for world-class ice cream
  • Continue to Monteriggioni, a charming medieval village enclosed by walls, and spend around 30 minutes exploring its beauty
  • Head to the Chianti region, making your first stop at a traditional Tuscan winery to learn more about the varietals grown here and taste what makes this table wine so globally popular
  • Sample 3 of their finest wines and balsamic vinegar before tucking into a 3-course lunch, comprised of local products like cold cuts, olive and truffle oils, Pecorino cheeses, penne with meat ragout, and homemade tarts. Finish off with "cantucci e vin santo"
  • Proceed to Siena, starting at the magnificent Basilica of San Domenico
  • Explore the narrow medieval streets of Siena, passing through iconic landmarks such as Piazza del Campo, Palazzo Pubblico, and Siena Cathedral
  • Avoid the crowds with your included skip-the-line entry tickets and discover the Cathedral of Siena's artistic treasures. These include mosaics, Donatello's St. John the Baptist, Duccio di Buoninsegna's rose window, and Nicola Pisano's marble pulpit
  • Explore the Piccolomini Library, home to a rich collection of manuscripts
  • Conclude the tour with some free time to soak in the unique atmosphere of Siena before returning to Florence
  • Meet your guide at a centralized location in Florence. Please be there 15 min before departure
  • In Montepulciano, visit a winery and tour the wine cellars with a local guide. Taste fine wines with a delicious snack of local products before strolling through the town
  • In the charming towns of Pienza and Montepulciano, take in the landscape views of Val d’Orcia Valley, a UNESCO World Heritage Site. Admire the Renaissance buildings and ancient streets on your own in Pienza and learn from your guide about wine’s significant mark in Montepulciano
  • The tour ends in Florence

If you have any questions about our Best of Tuscany 3 Day Tour from Florence, please contact us. Our team is standing by and will be happy to help

Dates marked below in green are still available for booking. Clicking on a date will start your booking process.

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view of blooming red flower during fall in tuscany italy with san gimignano in the background, a wonderful stop during 3 days in tuscany

How to Enjoy 3 Days in Tuscany: Itinerary Ideas With or Without a Car!

With its iconic cities, beautiful hilltop towns, world-famous wineries, and glistening, golden light, it’s no surprise that spending a few days in Tuscany is one of the most popular additions to first-timers’ Italy itineraries!

If you’re planning your first trip to the region and are curious about how to make the most of a short but sweet 3 days in Tuscany, this guide is for you (and if you happen to have more time in the region, here’s our recommended Tuscany road trip itinerary ).

We’ve spent months traveling Tuscany in-depth over the years, and have experienced the region in just about every way possible: on a budget, on a splurge, with a car, via train, as a couple, with extended family… and no matter which style of trip we take, we always walk away enchanted by the region’s food, beauty, wine, and warm people.

When it comes to the logistics of planning a trip to Tuscany, though, we know that it can be tough to narrow down exactly how to structure your trip–especially when many of the best places to visit in Tuscany are small towns that can be a bit harder to access than major cities are.

While you can’t see more than a small sample of Tuscany in 3 days, you can absolutely see enough to make your trip incredibly memorable.

Here’s everything you need to know about planning a 3 day trip to Tuscany!

kate storm standing in front of a pretty door and balcony in arezzo italy

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Where Exactly is Tuscany, Italy?

At the very beginning of your planning journey and curious about what exactly Tuscany is–beyond being a collection of idyllic photos of hilltop towns and rolling hills?

Tuscany is one of Italy’s 20 administrative regions and a fairly large one at that!

Located on the western coast of the country (yes, Tuscany has beaches and even islands!), Tuscany is considered part of Central Italy.

It’s bordered primarily by the regions of Emilia-Romagna (home of Bologna ) to the northeast and Umbria to the southeast, though it also touches Lazio (home of Rome ) to the south, Marche to the east, and Liguria (home of Cinque Terre ) to the northwest.

Florence is the capital city of the region of Tuscany.

kate storm and jeremy storm sitting on the edge of the arno with the ponte vecchio in the background

How We Structured These Ideas for 3 Days in Tuscany

In a region as big as Tuscany, designing the perfect itinerary for your visit is less about seeing it all than about prioritizing what you want to see.

For one example, to drive from Florence to Saturnia (Tuscany’s most iconic hot spring) takes more than 3 hours each way–and with hundreds of places worth visiting in Tuscany, you’ll likely find the drive isn’t worth it if you only have a few days to spare.

To help you narrow it down, we’ve outlined a handful of short Tuscany itineraries in this blog post, each filled with places that we adore that are also popular with first-time visitors.

jeremy storm and ranger storm on a picturesque street in pienza

We’ve intentionally kept this guide to spending a few days in Tuscany fairly high-level, and avoid getting bogged down into too many details about how to spend time in a particular destination.

Where possible, we’ve linked to the relevant blog posts that we’ve published about each place–but with 1 00+ blog posts about Italy on Our Escape Clause, it’s safe to say we haven’t been able to link to them all!

If you’re curious about our coverage of a certain destination, you can also use the search bar in the top right-hand corner of the screen (or on the pop-out menu, on mobile) to see what blog posts we have about a given city or town.

Kate Storm in the Tuscan countryside at sunset, with a sun flare on the right side of the photo.

Should you rent a car for 3 days in Tuscany?

When planning a trip to Tuscany, the first question you need to ask yourself when choosing an itinerary is whether or not you want to drive.

Do you need to rent a car in Tuscany?

No, ultimately it’s not necessary: between trains, buses, and organized day trips, you can enjoy a wonderful and fulfilling trip without getting behind the wheel, especially when you’ll only be in Tuscany for 3 days!

However, if you’re a confident driver who hopes to easily and independently access smaller villages without train stations (or with train stations that are a few kilometers away from town–a common issue with hilltop towns), get off the beaten path, or stay in the countryside (including renting a villa , for example), then you’ll need a car for visiting Tuscany.

We’ve enjoyed Tuscany both with and without a car over the years and while there’s no right or wrong answer to this question, there may be a clear right answer for you!

plate of pasta with bread and tuscan wine at il guerrino in montefioralle italy

The 3 day Tuscany itineraries we’ve outlined below feature options both with and without a car, so see what style of trip appeals to you!

If you’re on the fence about whether driving in Tuscany for a few days sounds idyllic or stressful, check out our driving tips in our Tuscany road trip guide –they’ll give you a good idea of what to expect.

If you do decide to rent a car in Tuscany, we recommend searching through  Discover Cars , which will allow you to compare prices and inclusions of multiple companies at the same time and choose the best car for you from there.

Shop rental cars for your trip to Tuscany today!

view of montalcino tuscany with a couple cars driving down a road in the foreground

Exciting 3 Day Tuscan Itinerary Ideas (Perfect for First-Timers)

With hundreds of places to visit and experiences to enjoy (like a cooking class , for example!), there is a near-infinite number of ways to structure a 3 day Tuscany itinerary.

To help you narrow it down and get a feel for what you can accomplish with a few days in Tuscany, we’ve designed each of these sample itineraries to focus on some of the most popular places in Tuscany for first-time visitors.

One of these options is designed to visit with a car and two are organized around visiting Tuscany without a car, but you can easily mix and match depending on your wish list and travel style!

kate storm and jeremy storm holding up a pizza at a tuscany cooking class outside of florence italy

Classic Introduction to Tuscany Without a Car: Florence, Hill Towns, and Wineries

For the most classic 3 day introduction to Tuscany (no car needed), this Florence-focused itinerary is a great option.

It’s also the one we recommend in our suggested 2 week Italy itinerary !

kate storm overlooking the tuscan countryside from san gimignano in the fall, one of the best places to visit with 3 days in tuscany itinerary

Day 1 and 2: Florence

Start your first couple of days in Tuscany by diving deep into the region’s beloved capital city!

Our recommended 2 day Florence itinerary covers how to make the most of your time here in more detail, but a few things to look forward to include visiting Florence’s iconic Duomo , strolling across the Ponte Vecchio, enjoying lots of Tuscan food, and browsing markets for cheese, leather, and more.

Of course, the famous Uffizi Gallery ( we loved this tour ) and Galleria dell’Accademia (home of Michelangelo’s David ) are must-visits as well!

And, no visit to Florence is complete without seeking out some of the best views of the city , whether that’s from the top of the Duomo, Piazzale Michelangelo, Palazzo Vecchio (one of our favorites), or beyond.

Florence's Duomo as seen from the side at the Piazzale Michelangelo, one of the best places to visit in Italy

Day 3: Organized Day Trip to Hill Towns and Wineries

After exploring the best of Florence for a couple of days, it’s time to take to the hills!

Organized day trips to the Tuscan countryside, like this wildly popular one , can be an incredible value if your goal is to sample a variety of what makes this part of the world so special, without worrying about transportation (including a designated driver!), parking, or time.

This excellent day trip includes visits to the beautiful city of Siena and the classic hilltop town of San Gimignano, plus lunch at a family-operated vineyard in the Chianti wine region.

While fast-paced, the itinerary is very doable with a small group run by a knowledgeable guide–but it would be logistically difficult to visit all of those places in one day alone, and without a car, almost impossible.

Book your day trip to the Tuscan countryside today!

view of san gimignano from a tuscan winery, an italian bucket list worthy view

Classic Introduction to Tuscany With a Car: Siena, Montepulciano, the Val d’Orcia

Looking to plan a quick 3 day road trip through Tuscany?

If so, this itinerary through some of Tuscany’s most beautiful towns, villages, and rolling hills is for you!

narrow street in siena italy with contrade flag hanging from the buildings on the left, a fun stop during a 3 day tuscany itinerary

Day 1: Siena

The medieval military rival of Florence, the beautiful city of Siena is a (slightly) less crowded and smaller option for basing yourself during 3 days in Tuscany–and as a bonus, it’s much closer to the famed Val d’Orcia than Florence is!

While in Siena, don’t miss the striking, oval-shaped Piazza del Campo (home to the famous, bi-annual Palio di Siena horse race), the mesmerizing Siena Cathedral, or the view from the Torre de Mangia.

To see the best of the Duomo di Siena, we loved taking the Gate of Heaven tour to access the building’s rooftops and terraces–it’s one of our favorite things to do in Siena!

Don’t miss the view from the Panorama by the Unfinished Facade when exploring the cathedral complex, either. That’s where we snapped this photo of what is arguably Siena’s most famous view:

Piazza del Campo of Siena as seen from above. Siena is one of the best places to go in Italy.

Day 2: Montepulciano + Wine Tasting

On the second day of your mini 3 day Tuscan road trip, head directly to Montepulciano!

This hilltop town is a favorite among visitors to Tuscany, ourselves included, and is famous for its wine, views, and beautiful town center.

Start your morning in the historic center of Montepulciano (like virtually all Tuscan hilltop towns, you’ll need to park outside the center and climb a bit to the top–but it’s worth it!).

View of the countryside from the edge of Montepulciano, an excellent stop on any Tuscany itinerary!

Be sure to see the beautiful Piazza Grande, step inside one of Montepulciano’s famous wine cellars, admire the views from the Medici Fortress, and browse the shops and cafes (we love Caffe Poliziano and stop by every time we visit Montepulciano–don’t miss the views from the terrace out back!).

After enjoying Montepulciano itself–and possibly stopping outside the center to enjoy the Church of San Biagio–wine lovers can head to a nearby vineyard for a wine tasting.

Don’t want to drive any further?

Don’t worry–Montepulciano’s wine cellars located right in town have you covered (we loved Cantina de Ricci , and this organized visit is also a great way to explore).

hand holding up a glass of vino di nobile montepulciano italy wine bar

Day 3: The Val d’Orcia

Located about an hour south of Siena by car, the legendary Val d’Orcia is home to some of Tuscany’s most cherished and iconic landscapes–and the landscape itself is even recognized as a UNESCO World Heritage Site!

Rolling hills framed by tall cypress trees, golden light, picturesque towns, and some of Tuscany’s most iconic photo spots (like the Chapel of Madonna di Vitaleta, for example) can all be found here.

Towns like  Pienza , Montalcino, and Monticchiello make excellent destinations when exploring the Val d’Orcia, and we recommend visiting at least two of them during your final day in Tuscany, but simply driving through the landscape and appreciating the views is also a good portion of the fun!

If you have your heart set on visiting any of the most famous photography spots in and around the Val d’Orcia, be prepared for crowds–especially if you’re visiting in the high season and/or around sunset.

There’s no doubt that the views in this ethereal valley are truly something special, though: there’s a reason that the Val d’Orcia is so enduringly popular with photographers, painters, and travelers alike.

kate storm walking down a dirt road in tuscan countryside

Independent Tuscany Itinerary Without a Car: Florence, Lucca, Pisa, and Siena

Want to avoid both driving in Tuscany and taking any kind of organized tour?

If so, this easy 3 day Tuscany itinerary–which can be completed entirely by train –is for you!

This itinerary is simplest to accomplish by train when based in Florence, but if you plan carefully and don’t mind a couple of longer train rides with transfers ( travel between Siena and Lucca isn’t direct, but doable), you can technically stay in any of the highlighted cities on this route.

I will add a twist, though: if you’d like to rent a car for just one day , you could also take the third day of this itinerary to visit a couple of smaller villages–perhaps San Gimignano and Volterra –on a mini road trip, combining the best of both worlds for your Tuscan getaway!

street sloping upward in volterra italy

Day 1: Florence

With only one day in Florence, you won’t be able to cover as much as in our first Tuscan itinerary suggestion above–but despite its world-class art and fame, Florence is a fairly small city!

Over a single (well-planned) day, you can easily pay a visit to the Duomo , seek out a viewpoint or two, visit David in the Galleria dell’Accademia or the Uffizi (or if you’re a true Renaissance art-lover, both), wander across the Ponte Vecchio, and go piazza-hopping through the historic center.

If you close out your day by admiring the view from Piazzale Michelangelo at sunset followed one last gelato while people-watching in a piazza (we’re partial to Piazza Signoria for this), you’re bound to walk away feeling like you’ve enjoyed a beautiful introduction to Florence.

For more detail, here’s our recommended one day Florence itinerary !

Kate Storm in a red dress sitting on a bridge overlooking the Ponte Vecchio in Florence. Florence is a fabulous place to spend 7 days in Italy!

Day 2: Siena

From one stunning Tuscan city to the next: on the second day of your Tuscany vacation, hop a train south to Siena !

Once you arrive and make your way up to the historic center, you’ll want to follow the same outline as suggested in the second itinerary recommendation above: Piazza del Campo, Siena’s beautiful Duomo, and the view from the Panorama should all be on your priority list.

If you do thorough justice to the Duomo Complex (as you should!), enjoy a leisurely lunch, and perhaps stop by the fresco-covered Santa Maria Della Scala Hospital, you’ll find that you can easily fill a day trip to Siena from Florence !

Honeymoon in Tuscany: rooftops of Siena

Day 3: Lucca + Pisa

When planning a 3 day trip to Tuscany without a car or the desire to book an organized day trip, by far the simplest destinations to round out visits to Florence and Siena with are Lucca and Pisa–and luckily, they’re well worth seeing!

Lucca in particular is one of our favorite cities in Tuscany, and is famous for its intact town walls, for being the “City of 100 Churches” (more than one complete with a mummy!), its oval-shaped Piazza dell’Anfiteatro, and its unique Torre Guinigi, where you can enjoy a garden in the sky while admiring views of Tuscany.

Relaxed, easy to wander through, and absolutely beautiful, it’s an amazing place to visit in Tuscany!

view of lucca italy from torre guinigi with oak tree branches in the foreground

Pisa, while not generally quite as well-loved as Lucca among repeat Tuscany visitors (ourselves included), is of course home to a very famous tower… that’s even more beautiful in person than it is in photos.

While we wouldn’t recommend spending a full third of your trip to Tuscany in Pisa, and you’ll definitely want to book your tower climb in advance , if you’ve long dreamed of seeing the Leaning Tower of Pisa, combining a stop there with a visit to Lucca is a great way to round out 3 days in Tuscany.

If you time the trains right, Lucca and Pisa are only about 30 minutes apart and are therefore easy to combine into one excellent day trip from Florence.

Kate Storm and Jeremy Storm at the Leaning Tower of Pisa--this bucket list spot is part of just about any Tuscany road trip itinerary!

Tips for Spending a Few Days in Tuscany

Narrow down which part of tuscany you hope to visit..

Tuscany is a surprisingly big region, as well as a (perhaps not so surprisingly) rural one, especially once you step off the beaten path!

After enough trips to Tuscany that we’ve lost track of how many times we’ve visited, we still haven’t seen everything we hope to–and part of the reason for that is that the distances involved are really too far to be able to day trip to every point in Tuscany from another.

With only a few days to enjoy the region, we recommend concentrating your itinerary geographically, if possible.

Kate Storm sitting on a ledge overlooking Arezzo, one of the best day trips from Florence

Florence, in north central Tuscany, can easily be combined with places like Lucca and Pisa to the west, as well as the Chianti wine region to the east, and San Gimignano to the southwest.

The area surrounding Siena is perfect for accessing places like Volterra , Monteriggioni, the Val d’Orcia, and Montepulciano (via a day trip).

Montepulciano itself makes a wonderful base for exploring the famous Val d’Orcia to the west (including towns like Pienza and Montalcino), as well as Cortona (the town from Under the Tuscan Sun ).

Some famous places, like Saturnia, are surprisingly far away to access on a first-time Tuscany itinerary, though certainly doable if it’s a priority for you!

saturnia hot spring in tuscany as seen from above, one of the best things to do in tuscany italy

Don’t rule out guided day trips–especially to wineries!

If your goal is to see a wide variety of the Tuscan countryside in one day, enjoy a wine tasting without worrying about anyone in your party being safe to drive afterward (and given the generous pours at Tuscan wine tastings, odds are that no one drinking will be!), or some combination of both, absolutely do not rule out signing up for an organized day trip in Tuscany!

While not all day tours around the world offer good value for money, in Tuscany they are generally a very good value (as long as they fit into your budget , of course).

Generally, with a tour, a first-time visitor will be able to see more with less time and access memorable experiences like farmhouse lunches with perfect views that–while certainly not impossible to source independently–require far more work to access alone than simply signing up for a day trip.

Some of our most memorable moments of travel in Tuscany have taken place as part of guided experiences!

With 3 days in Tuscany, this popular day trip (offered by one of our favorite tour companies in Italy) is a particularly good option for several itineraries.

wine tasting in tuscany as part of an organize day trip

Renting a car for part of your trip is often an excellent compromise.

While we’ve outlined the possible 3 day Tuscany itineraries included here to be all-or-nothing when it comes to renting a car, you absolutely don’t have to plan your trip that way!

If you’d like the best of both worlds, you can base yourself in a city like Florence, Siena, or Lucca, and then rent a car for just one day to explore the countryside independently.

Not only does this option cut down on the costs of renting a car, but it’s also immensely less stressful than being responsible for a rental car overnight when staying in a city, where navigation and parking are significant challenges.

Price out one-day car rentals in Tuscany today!

dirt road lined with italian cypress trees leading to a villa to rent in tuscany italy

If you’re visiting Tuscany with a car, decide where to park before you leave.

This is one of our favorite tricks to keeping stress levels down when driving into a new town in Tuscany: know where the public parking lots are and, when heading out for the day, put your directions on for  that particular spot  rather than just the town.

This dramatically cuts down on the risk of accidentally driving into a ZTL zone/limited traffic zone (and therefore getting a ticket) and also makes the trip into town far less stressful.

Now, in the interest of full disclosure, this doesn’t always work–occasionally the parking lot you have picked out will be full, or you’ll luck out and find street parking along the way–but in general, it will definitely make your few days in Tuscany much easier.

Siena Day Trip: Jeremy with Classic Cars

Be prepared for steep climbs when spending a few days in Tuscany.

Tuscany is known for its delightful hilltop towns, full of winding, narrow streets and plenty of foot traffic.

Combine the above description of Tuscany that we all know and love with the very concept of a Tuscany road trip, and an obvious question emerges: where are the cars?

Usually, they’re in parking garages built literally under the hilltop towns or on the outskirts of historical centers… which means you often have to walk up steep hills to reach the center.

Some cities, like Siena, have escalators installed to help alleviate this problem–but in general, be prepared for a little bit of a leg workout when visiting small towns in Tuscany!

kate storm drinking wine overlooking vineyards in tuscany

FAQ For Spending 3 Days in Tuscany

Is 3 days enough for tuscany.

While a lifetime probably isn’t long enough to uncover all of Tuscany’s secrets and hidden gems (we’ll try our best!), if your goal is to balance an introduction to Tuscany with a chance to see other parts of Italy as well, a few days in Tuscany is definitely enough to enjoy your first trip.

With a full 3 days in Tuscany, you’ll have a chance to see a Tuscan city or two, sample the countryside, learn about the iconic cuisine, sip local wine, and admire views from hilltop towns.

While there’s a good chance you’ll say goodbye after a few days in Tuscany already ready to plan your next trip back, you’ll also have enough time to enjoy a nice variety of what makes the region so special.

front facades of houses with greenery, one of the best places to visit in pienza italy

What are the best places to visit during your first trip to Tuscany?

Some of the most popular places to visit in Tuscany include Florence (the capital city of the region), Siena, Montepulciano , Pisa, Lucca , the Chianti wine region, San Gimignano, and the Val d’Orcia.

However, anywhere that tickles your fancy is well worth visiting!

Some of the other incredible places to visit in Tuscany include Saturnia (as well as many lesser-known hot springs like Bagno Vignoni), Arezzo , Cortona, the island of Elba, and the beach town of Forte dei Marmi.

In addition to specific towns and cities, unique experiences, like this Tuscan cooking class we loved , horseback riding in the countryside, and Vespa tours ( we adored this one ) also top many Tuscany bucket lists!

Kate Storm on a white Vespa in the Tuscan countryside--riding a Vespa is an incredibly fun experience during a Tuscany itinerary!

Is Tuscany or Florence better to visit?

This is a common point of confusion with first-time visitors, but Florence is in Tuscany–in fact, Florence is the capital city of the region!

For that reason, Florence is one of the easiest bases to use in order to take day trips to Tuscan hill towns and wineries in the countryside, which is often what people are referring to when they talk about visiting Tuscany for the first time.

kate storm and jeremy storm visit the duomo florence italy

Do you need a car in Tuscany?

You can easily make an argument for or against renting a car in Tuscany, but here’s the shortest answer: while you do not need a car to enjoy a trip to Tuscany, there’s a good chance you will want one in order to pull off your dream trip!

However, while driving in Tuscany is easier than in some places in Italy, it’s best suited for confident drivers who drive regularly as part of their daily lives.

view of pink flowers blooming in the boboli gardens during spring in tuscany italy

What is the best month to visit Tuscany?

While we would never turn down a trip to Tuscany in any month of the year, our personal favorite months to visit Tuscany are September and October, for crisp fall weather, slowly diminishing crowds (though the crowds seem to stick around longer every year), and the wine harvest.

November, when the olive harvest happens and fresh olive oil hits the shelves (it’s never tastier than the moment it’s pressed!) is also a favorite.

April and May are also very popular, in order to enjoy all the best of spring in Tuscany , including bustling markets and blooming flowers, and also have a chance to visit Tuscany before schools let out and crowds pick up for the summer.

Winter is very quiet in Tuscany, especially in small towns , but is also the least expensive time to visit.

kate storm in a green sweater in the bardini gardens with view of florence italy behind her

Read More About Visiting Tuscany

Ready to keep planning your upcoming 3 days in Tuscany?

We’d love to help!

You can  browse our 100+ Italy blog posts here , or check out these guides:

  • Secret Florence: Off the Beaten Path Spots + Traveling Slowly in Tuscany
  • The Outsized Charm of Tiny Montefioralle, Italy
  • How to Take the Perfect Day Trip to Florence from Rome
  • 25 Best Movies Set in Italy (By Genre!)
  • How to Plan the Perfect Honeymoon in Tuscany

4 photos of tuscan destinations: florence, winery, lucca, pisa. black and red text reads "how to spend 3 days in tuscany itinerary ideas"

About Kate Storm

Image of the author, Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

4 thoughts on “How to Enjoy 3 Days in Tuscany: Itinerary Ideas With or Without a Car!”

Hi Kate: My husband and I are coming to this beautiful reagion in October and would love to have you guide us around. Please let me know what we should do at this point. We have been to florence and have seen all the tourist attrations. We want to visit the wine country of tuscany and the villages. We only have 3 days. October 1-4. If you can be our guide we will not rent a car. We are not sure where to make our base. Please let me know your thoughts and if you are interested in being a part of this adventure. we are a bit older, 70 and 66. Thanks for talking with us.

Thank you so much for thinking of us! However, we’re not travel agents or tour guides (and in fact, being an official tour guide in Italy is quite an involved process that involves years of study and requires a license).

Our travel guides are meant to help independent travelers plan their trips, and if you decide to go that direction, we’re always happy to answer a few questions!

Hope you guys have a fantastic time in Tuscany. 🙂

Hi Kate, do you have any lodging recommendations in Florence? Planning to spend 2 nights and 3 days in Florence on our 10 days in Italy. Thanks!!

Yes, absolutely! This is the guide I’ve updated most recently with Florence hotels: https://www.ourescapeclause.com/2-weeks-in-italy-itinerary

Hope you guys have a fantastic trip!

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Best of Tuscany Tour

You may only have a few days to spare but we have put together an amazing best of tuscany tour which will allow you to live like a local and enjoy the very best this incredible region has to offer..

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HIGHLIGHTS and map

Tuscany is famously one of the most beautiful regions on earth. With untouched medieval villages, jaw-dropping landscapes, and some of the greatest food and wines to be found anywhere. Our fully escorted 3-day best of Tuscany tour will allow you to enjoy all these wonders to the full, driven by a Tuscan local driver.

  • Pick up and drop off from Florence.
  • Small intimate groups.
  • Guaranteed departure every day.
  • Fully escorted tours with a local, knowledgeable driver

Day one: San Gimignano and Siena

3 day tuscany wine tour

Your Tuscany tour manager and driver will meet you at 9 am in front of platform 16 at the train station in Florence or your Hotel to start your Tuscany road trip.

We will go straight to San Gimignano, where you can spend some free time on your own wandering through this astonishing medieval town, visiting its shops offering local crafts, food, and wine, or viewing its astonishing collection of Renaissance and contemporary art.

The town's untouched medieval architecture is famous across the world, and the town still boasts fourteen of the imposing towers that the aristocracy built as their homes in the Medieval and Renaissance periods. Not only do these lend an extra touch of magic to the town's atmosphere, they also provide incredible views of the valley and the town.

At noon, the driver will accompany you to a local farmhouse for a traditional Tuscan lunch accompanied by a glass or two of Vernaccia, the area's most famous white wine.

Vernaccia is one of the most highly rated wines in Tuscany, with a very long historical pedigree. During the Renaissance, the wine from this region became the most sought after in all of Italy. In fact, the grapes are mentioned as early as 1276 in civic records, and it warranted a mention in Dante's Divine Comedy.

After stopping for lunch on your day trip, you will then move on to the magnificent old town of Siena, one of the most perfectly preserved Renaissance towns in Italy. We will stay there until 5 pm, giving you a chance to visit the central square, the Piazza del Campo on your own. This is the venue for the world-famous Palio horse race each summer.

If you've got the energy, a climb of the 400 steps of the Torre del Mangia will reward you with an astonishing panoramic view of the city, including the unique black-and-white marble of the Duomo.

But if you want to be a little more relaxed, a saunter through the streets of Siena with its artisan shops, restaurants, cafes, and bars is sure to delight you.

At the end of the day, your driver will bring you to your beautiful Tuscan accommodation where you'll be staying for the duration of your Tuscany vacation.

Check your accommodation here

Day two: Chianti Wine Tour

3 day tuscany wine tour

Next up on your Tuscany itinerary is a wine tour. The perfect day for wine aficionados; your whole day today will be devoted to food and wine. We will take in three vineyards and cellars to find out all about the history and production techniques of the world-famous Chianti wine .

You will be able to taste a number of different wines on each shop of this Tuscany wine tour, and also sample some of Tuscany's famous extra virgin olive oil.

Having eaten and drunk our fill, we will move on to Greve, the home of the famous butchers and delicatessen in the Tuscany countryside - a perfect place to stock up on all the products you've been sampling during the day.

In the evening, we'll head back to the accommodation for a delicious, home-cooked dinner.

Day three:Hot Springs and Val d’Orcia

best of tuscany

A wonderful day of relaxation to round off your time on this best of Tuscany tour. Once you've had breakfast and packed your suitcase, we'll travel to the wonderful outdoor hot springs in San Filippo, where your driver will immerse you in one of the most relaxing environments Europe has to offer.

You can wander through the woods in the Tuscan hills, passing waterfalls and charming little pools, until finally, in the heart of the woods, you will find the "White Whale", a 48°C hot spring.

Immerse yourself there or stroll on and choose whichever pool you like the look of best.

Thoroughly relaxed, take a stroll around the hilltop town of San Filippo and go on to lunch in a local trattoria which you can use as base for your changing and refreshing as there is not public facility at the Hot spring.

We will finish your day, and your tour, with a stunning scenic drive through the Val d'Orcia region, stopping off in Montalcino or Montepulciano for a wine tasting.

Your tour will end with your driver dropping you back to Florence train station to start your journey home.

PRICE AND TOUR INFO

ARRIVAL AND DEPARTURE TIMES:

Departure: Santa Maria Novella Station, Florence, platform 16, 9 AM or Hotel

Return:  Santa Maria Novella Station, Florence or Hotel

TOUR GROUPS:

We never take more than eight people on our tours, as we are dedicated to providing the best personal attention to every individual taking on our Tuscany road trip itinerary.

Minimum group size: two persons.

PRICE AND PAYMENT:

The tour costs $1625 per person.

We ask for a 25% deposit to secure your place, with the balance to be paid 30 days before departure. If the tour is booked within 30 days of departure, the full payment will be required.

INCLUDED IN THE TOUR COST:

  • Professional local bilingual driver for the whole tour.
  • Two nights' accommodation in your own private room t in a comfortable traditional Tuscan 4 star accommodation. Full Board.
  • Two continental breakfasts in the farmhouse.
  • Three lunches and two dinners with a set menu ( drinks not included)
  • Collection and drop off at Santa Maria Novella station in Florence or Hotel in Florence
  • Transport in a comfortable vehicle (either car or minivan).
  • 3 day tours ( 9 hours service per day).
  • GST, tax, petrol, tolls, fees.

WHAT IS NOT INCLUDED IN THE TOUR COST

  • Anything not detailed in the list above.
  • Personal spending.
  • Any required transfers, apart from those to and from the train station in Florence.
  • Italian tourist Hotel tax
  • Licenced tour guide

Do You want a customized tour?

From the medieval hill town of san gimignano to the rich green valley of val d'orcia and the iconic leaning tower of pisa, we can help you plan a customized tuscany tour that visits all the places so few travelers get to see. call us now and let our local experts help you plan your dream trip to italy..

3 day tuscany wine tour

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Wine tasting and cooking class day - Ana Maria

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About this trip

We tailor beautiful Italian travel experiences for friends and families to be refreshed in the soul of Italy

What’s included

  • Private transportation
  • Wine tasting
  • Cooking lesson + Dinner

Available Packages

3 day tuscany wine tour

Your private transfer will pick you up at your accommodation in Florence,Hotel Minerva at 15.00 and drive you to the Chianti region where you will stop at Gabbiano Castle for a tour of the property, wine cellar followed by a wine tasting of their Chianti wines - Duration 1.30 hours.

After the wine tasting you will drive to Villa Monte Oriolo where Eleonora will welcome you into her kitchen where you will learn how to make some typical Tuscan dishes.

Dinner will be the fruit of your labor and will be served in the beautiful frescoes room of the Villa - Duration 3.00 hours

Your driver will then drive you back at your accommodation - drive distance 20 min 

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3 day tuscany wine tour

Livorno Cruise Port Guide &The Best Things to Do

Does your cruise stop in livorno italy here’s everything you should know about the livorno cruise port..

On the west coast of Italy sits Livrono, a lively port city that is the gateway for cruisers to two of Italy’s most iconic cities: Pisa and Florence.

Perched within Tuscany, this colorful city is the third-largest in the region. Being so conveniently located near many of Italy’s popular attractions, there really is an abundance for cruisers to see and do.

As a travel advisor who specializes in cruises, I have extensive knowledge of cruise ports and the best shore excursions for each.

In this article, I’m going to tell you everything you need to know about Livorno Cruise Port and how to best plan your visit.

I can plan your excursions (and cruise) for you FOR FREE!

Planning a cruise or excursion can be overwhelming and stressful. Let me take care of it for you – I can book your cruise or excursions at no additional cost.

Where is Livorno Cruise Port Located?

Livorno Cruise Port is located within the main Port of Livorno which sits right beside Livorno city, on the northwest coast of Italy.

Within the Tuscany region in Italy, Livorno is the closest cruise port to Pisa and Florence.

Pisa is a 40-minute taxi ride or a 20-minute train journey from Livorno Cruise Port and Florence is a 1.5-hour taxi ride or train journey from the cruise terminal.

The Livorno Cruise Port is vast with berths that can accommodate up to 8 cruise ships at any one time. The berths are dotted around the harbor, on different piers.

Beside each berth are a taxi rank, tourist information center, car rental stand, and opportunities to book day trips and tours. 

How to Get to Livorno City Center from the Cruise Port

The cruise port is located within a working industrial port and to journey from the cruise port to Livorno city, you’d have to travel through the working part of the port which is in fact not permitted on foot for health and safety reasons.

The good news is that the port offers a shuttle service from the cruise terminal to Piazza Grande, in the city center.

From Piazza Grande, it’s a 30-minute walk to Livorno Centrale, the main train station in the city.

Alternatively, there is a taxi rank beside every cruise terminal so you can grab a taxi directly to your destination.

Are There Free Shuttles From Livorno Cruise Port?

There are shuttle buses to Livorno city center offered to every cruise ship passenger. However, the cost depends on your cruise liner. Some cruise lines offer shuttles for free to their cruise passengers, and others charge a fee that you can expect to be around €5.

Can You Walk into Livorno from Your Cruise Ship?

It isn’t possible to walk from the cruise terminal into Livorno city center.

Health and safety regulations don’t permit walking in the industrial port. Even if it was allowed, the distance between the cruise ship berths and the city is very great and it would take you over an hour to walk into Livorno which isn’t practical.

There are however shuttles available that will take you from Livorno Cruise Port straight into the city of Livorno dropping you at Piazza Grande, a key square in the middle of the city.

Are there Taxis Available from Livorno Cruise Port?

Yes, there is a taxi rank beside every cruise ship in Livorno Cruise Port which will have enough taxis in it to accommodate all passengers looking to get a taxi.

Best Shore Excursions from the Livorno Cruise Port

Livorno Cruise Port is one of the busiest cruise ports in Italy due to its fantastic central location near many of Italy’s most extraordinary attractions.

There’s a host of things to see and do nearby. I’ll delve into some of my favorites below.

1. Leaning Tower of Pisa

Only a 40-minute drive or 20-minute train ride from Livorno city center, the famous Leaning Tower of Pisa really is a must for anyone visiting Livorno! The 56-meter high 14th-century tower can be found in the heart of the city of Pisa.

The tower is located beside the impressive Cattedrale di Pisa (Cathedral), and Battistero di San Giovanni (Baptist Church), enabling you to marvel at a number of incredible landmarks on your visit.

Trains run between Livorno and Pisa a couple of times per hour making it a quick and convenient way to journey between the two cities. From Pisa station, it’s a 20-minute walk to the famous tower.

Guided Tour

  • Small group walking tour for a more personalized experience
  • Expert local guide with insider knowledge
  • Pre-reserved tickets for the leaning tower of Pisa

Florence and Pisa

  • Port pick up and drop-off
  • Professional guide
  • Transport by air-conditioned vehicle
  • Guaranteed on-time return to the pier

Alternatively, buses run every 10 minutes between the station and Torre 1, a bus stop just outside the square where the tower is found.

You can book a guided tour of Pisa which includes admission tickets  such as this one.

Another way to reach the Leaning Tower of Pisa is on a guided tour from Livorno.  This full-day tour  combines a visit to the tower with a trip to Florence, another incredible city in Italy.

2. Florence

Florence is the vibrant capital of the Tuscany region in Italy. A UNESCO World Heritage site, the city is famed for its stunning medieval architecture and monuments as well as museums.

It’s no surprise that a day trip to Florence is a must for many cruisers who arrive at Livorno Cruise Port.

Florence can be reached via train. Trains run from Livorno to Florence several times per day, roughly once per hour. The journey is direct (you don’t need to change trains) and takes 1 and a half hours each way.

Livorno Shore Excursion to Florence

  • Hassle-free round-trip transfers from Livorno to Florence
  • Convenient pick-up and dropoff points at the cruise port and city center
  • A complimentary map of Florence’s historic center to explore on your own
  • About 4.5 hours of free time to take in the Renaissance highlights

A taxi between Livorno Cruise Port and Florence also takes 1 and a half hours each way but is considerably more expensive than the train.

Perhaps the easiest way to visit Florence is via an arranged shore excursion with a guide, such as  this one . The tour takes you directly from Livorno Cruise Port to Florence and allows you over 4 hours to see the highlights of the city.

3. Cinque Terre

Just north of Livorno is a beautiful stretch of coastline known as Cinque Terre, characterized by colorful settlements which are stacked upon cliffs in bays that arc around turquoise waters.

The area encompasses 5 fishing villages, which make up part of the Cinque Terre National Park , an area of outstanding natural beauty.

You can journey to Cinque Terre from Livorno Cruise Port via taxi. Alternatively, you can book a tour.  This private tour  spans over 8 hours and visits different villages along the coastline.

  • Private Tour
  • Private luxury vehicle with driver for 8 hours
  • Private official tour guide for 4 hours in Cinque Terre
  • Private pick up and drop off in Livorno Cruise Port
  • Local Taxes

Cinque Terre and Pisa

  • All Fees and Taxes
  • Private transportation
  • WiFi on board
  • Bottled water
  • Pisa driving tour plus a stop at the Leaning Tower, Duomo, and Baptistery

There are tours available that combine a visit to Cinque Terre with Pisa, such as  this one . This is perfect if you wish to visit both beautiful locations during your day in Livorno.

4. San Gimignano

Nestled in the rolling hills of Tuscany is this charming town, oozing with history and encircled by 13th-century walls. The UNESCO World Heritage Site town is famous for its incredible medieval architecture and striking 11 towers.

Not only is the town itself gorgeous to admire, but it’s surrounded by rolling hills and vineyards.

One of the best things to do in San Gimignano is to try some of the delicious locally-produced wine and produce.   This food and wine-tasting tour   has exceptional online reviews and allows you to sample local cuisine from a traditional organic farm.

Food and Wine Tasting

  • Visit a family-run organic farm and winery
  • Taste three wines
  • End with wine and “cantucci” biscuits

Cooking Class

  • Learn how to make traditional Tuscan dishes in a local farmhouse kitchen
  • Prepare up to six course

 Volterra & San Gimignano

  • Sample five different Chianti wines
  • Air-conditioned vehicle

San Gimignano is also the perfect location to try a  traditional Tuscan cooking class.

The best way to reach San Gimignano from Livorno port is to take a taxi. The journey should take around 1 and a half hours.

Another great way to visit the town is on a shore excursion tour, such as  this one , which visits both San Gimignano and Volterra, another gorgeous town.

5. Fortezza Vecchia

One of the main attractions in Livorno itself is this 11th-century fort which is right in the middle of Livorno port. It’s a spectacular fortress that is well worth admiring either before or after your main shore excursion.

This fortress, also known as the Old Fort, is the symbol of Livorno. It’s open from Tuesdays to Sundays, 9am to 8pm and is free to visit . There is a cafe right next to the fort called Fortezza. 

6. Wine Tasting

Tuscany is an area that’s renowned for its wine production. Therefore, if you’re into your wines, embarking on a wine tasting tour really is one of the best ways to get to know the region.

This full-day wine tour  starts in Livorno and takes you to some charming spots where you can sample the local wine. You’ll also have the opportunity to wander round Livorno city and even explore the bustling local market.

Full Day Wine Tour

  •  Survey the city’s two impressive fortresses
  • Sanctuary of Montenero
  •  Stop at one of Bolgheri’s prestigious wineries to tour the cellars
  •  Village of Castagneto Carducci

Chianti and Tuscany

  • Explore the Tuscan countryside
  • Learn about Chianti wines from your private driver-guide
  • Sample local wine and olive oil in Chianti

This private wine tour  takes you to the Chianti wine region where you will visit vineyards and learn all about the wine-making process before getting to sample some. The tour will pick you up and drop you off right by your cruise ship.

Just 1 hour north from Livorno via road is Lucca, a city perched on the Serchio river. Nestled at the base of the Apuan Alps, this striking city is steeped in history, housing beautiful ancient churches, a clock tower and even traces of a Roman amphitheater, which are hidden behind the city walls.

It’s a 45 taxi ride to reach Lucca . Alternatively, Lucca can be reached via train. In order to visit the city, you’ll have to change trains in Pisa. The train to Pisa from Livorno takes 20 minutes and the second train from Pisa to Lucca takes 30 minutes.

Tours of Lucca from Livorno are also available. Sitting just north of Pisa, many tours combine a visit to both cities, such as  this one.

Livorno to Lucc

  • Free WiFi on-board On-board
  • Walking tour in Lucca with escort
  • Free map of Lucca and Pisa
  • Access to the Leaning Tower

8. Livorno City

For your day docked at Livorno Cruise Port, you may simply wish to explore the surrounding city, which although not as well known as Pisa or Florence, houses its own unique gems.

One of the best ways to explore the city is via a food and market tour.  This walking tour takes you to Livrono’s central market, known as Mercato Centrale.

This is in fact one of the largest markets in Europe. At this lively market, you’ll be able to sample local dishes, snacks, and drinks.

If you are interested in seeing the key sights of the city then a   hop-on hop-off bus tour  of Livorno may be what you’re looking for.

Getting From Livorno Airport to the Cruise Port

The closest airport to the Livorno cruise terminal is Pisa Airport which is 20 km (12.4 miles) north of Livorno.

The easiest way to travel between Pisa Airport and Livorno Cruise Port is by taxi or  private transfer  which typically takes between 20 and 30 minutes.

🚘 Book a private transfer to the cruise port here

Taking the train is also an option, although it takes considerably longer and may be challenging if you have lots of luggage.

It’s roughly a 20-minute walk between Pisa Airport and Pisa Centrale, the train station. It’s then a 20-minute train journey to Livorno station, followed by a 30-minute walk to Piazza Grande, where the shuttle buses to the cruise port stop.

Places to Stay Near Livorno Cruise Port

If you are looking for a convenient place to stay near Livorno Cruise Port then Agave in Città , a highly rated apartment with fantastic views over the canal is a fantastic option.

Boasting exceptional online reviews, this accommodation is conveniently located very close to the cruise port, just 600 meters away. A concierge, bar, and indoor pool are stationed at the property.

A little further away from the cruise port is 900 B&B , a charming B&B in a beautifully restored building that serves a selection of fresh pastries for breakfast.

Hotel Universal is another great option, although it sits just outside the city. Perched right on the seafront, the views from this hotel are exceptional.

Best Time to Visit Livorno

The best time to visit Tuscany is between April and October when the weather is more favorable. The height of summer (June, July, and August) will provide the best weather. The summer months are also the busiest time to visit Livorno and key sights can be very crowded.

➡️ To strike the best balance between good weather and fewer crowds, I’d recommend visiting Tuscany outside of the holiday season. April, May, September, and October are all great months.

Cruise Lines that Visit Livorno Cruise Port

A large number of cruise liners stop at Livorno Cruise Port. These include:

  • MSC Cruises
  • Norwegian Cruise Line
  • Viking Ocean
  • Royal Caribbean
  • Disney Cruise Line
  • Marella Cruises
  • P&O Cruises
  • Saga Ocean Cruises
  • Princess Cruises

Livorno Cruise Port FAQS

How far is livorno center from the cruise port.

Livorno city center is right beside the cruise port. However the sheer size of the cruise port and health and safety guidelines mean that you can’t walk into Livorno city from the cruise terminal. A shuttle bus between the two takes around 10 minutes.

How to get to Livorno train station from the cruise port

There are a number of ways that you can journey to Livorno train station from the cruise terminal.

The easiest way is via taxi. A taxi rank beside each cruise ship allows you to journey directly from your cruise ship to the train station, which will take around 15 minutes.

Alternatively, you can take the shuttle bus from the cruise port to Piazza Grande in the city center, and from there, it’s a 30-minute walk to Linorvo Train Station.

How far is Pisa from the cruise port?

Pisa is 23 km (14 miles) north of Livorno Cruise Port and can be reached via a 40 minute taxi ride or a 20 minute train ride from Linorvo Train Station.

How far is Florence from Livorno cruise port?

Florence is 93 km (57.8 miles) east of Livorno Cruise Port and can be reached by either a 1-and-a-half-hour train or taxi ride from Livorno.

Can you see Florence and Pisa on the same day?

Yes, it is possible to visit both Florence and Pisa on the same day.

I’d recommend journeying between the two cities via either taxi or as part of a tour. Taking public transport such as the train will certainly be more challenging.

There are a number of guided tours available which will take you to both cities, such as  this one .

Final Thoughts on the Livorno Cruise Port

Livorno Cruise Port is a great destination to stop at on your cruise as it allows you the opportunity to visit some of the most iconic cities in Italy, such as Pisa and Florence.

The shuttle bus service offered by the port means it’s very easy to journey into the city and the number of shore excursions on offer here means that there really is no shortage of things to do.

Cruise Resources

These are my tried and true, favorite cruise-planning helpers:

➡️ Cruise Critic – for reviews, deck plans, and cabin choices

➡️ Parking – for saving on your long-term parking

➡️ Travel Insurance Master – Because, yes, you do need insurance

➡️ Trip Advisor –

For Reviewing Tours and Excursions

➡️ Viator – For Shore Excursions

➡️ Shore Excursions Group – More choices for small group excursions

➡️ Resort for a day Passes in Mexico, the Caribbean, and the Bahamas

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➡️Cruise Packing List for Caribbean or Alaska

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Does your cruise stop in Livorno Italy? Here’s everything you should know about the Livorno Cruise Port. On the west coast of Italy sits Livrono, a lively port city that is the gateway for cruisers to two of Italy’s most iconic cities: Pisa and Florence. Perched within Tuscany, this colorful city is the third-largest in...

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  1. The Best of Tuscany Tour

    3 day tuscany wine tour

  2. 11 Must-Visit Tuscany Wineries

    3 day tuscany wine tour

  3. 2023 3-Day Tuscany Wine Tour Experience from Florence

    3 day tuscany wine tour

  4. The 8 Best Tuscan Wine Tours of 2022

    3 day tuscany wine tour

  5. The Definitive Guide to Wine and Wine Tours in Tuscany

    3 day tuscany wine tour

  6. 12 Best Tuscany Wine tours from: Florence, Siena, Rome

    3 day tuscany wine tour

VIDEO

  1. Trip to Tuscany, Italy 🇮🇹

  2. ITALY

  3. Great Landscape Photography In The Lakes

  4. TRAVEL DIARY: TUSCANY, ITALY

  5. Tuscany Italy VLOG. Wine Tasting in Montalcino, Medieval Towns Montepulciano, Siena, Pienza & Food

  6. Tuscany Odyssey

COMMENTS

  1. 3 Day Tuscany Wine Tour- Vacation Package by ITALY AND WINE

    This exclusive 3-day, 4-night tour package provides a unique opportunity to discover the four best wine regions of Tuscany, from the beautiful Chianti Classico hills and the quaint Medieval town of San Gimignano, Montepulciano, and Montalcino, with three full-day of tours. - Private transfers from/to Florence Rail Station.

  2. THE 10 BEST Tuscany Wine Tasting Tours (Updated 2024)

    Chianti Half Day Wine Tour from Florence. 278. Food & Drink. 5-6 hours. Discover the enchanting Chianti region in the heart of Tuscany and treat your taste buds to some exquisite Chianti wines…. Free cancellation. $53. 10. Chianti Wine Tour from Florence.

  3. 15 Best Tuscany Wine Tours & Wine Tastings for 2024

    Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience. Private Tuscany Wine Tour Experience from Florence. Horseback Ride and Poolside Day Chillout with Tuscan Lunch. Tuscany Wine Tours from Rome. Tuscany Wine Tour from Rome with Private Driver. Montepulciano and Pienza Tuscany Full Day Tour from Rome.

  4. Tuscany in 3 days

    Planning the Perfect 3-Day Vacation in Tuscany: Tuscany 3 Days Itinerary Let me just begin by stating the obvious - if possible, do try to spend at least 5-7 days in Tuscany. ... (Some of our best and most unforgettable wine tours take place in this part of Tuscany!) Make sure you spend some time on the beach, too, and enjoy a wonderful Tuscan ...

  5. Tuscany Wine Tour -3 days with the locals

    Tuscany Wine Tour -3 days with the locals includes accommodation, an expert guide, meals, transport and more. Expand All. Introduction. Day 1 Chianti Region. Day 2 San Gimignano. Day 3 Montalcino ... Best of Tuscany in 3-day... 3 days from $1,947 . Tailor-Made Private Ital... 5 days from $3,819 ...

  6. 3-Day Tuscany Wine Tour Experience from Florence 2023

    No visit to Tuscany is complete without tasting the region's world-famous wine. Explore Tuscany at a relaxed pace, rather than rushing to fit everything in on a day trip, on a 3-day tour from Rome that provides the perfect introduction for first-time visitors. A guide takes care of arranging accommodation, meals, activities, and transfers so that you can relax and soak up the Tuscan splendor.

  7. 3-Day Tuscany Wine Tour Experience From Florence

    Guests gravitate towards the glorious grape-laden vineyards of Tuscany on a 3-Day Wine Tour from Florence, a meticulously crafted excursion designed to tantalize the senses. As the tour unfolds, visitors are enveloped in the aromas of aged oak barrels and rolling hills, but there's more to this journey than just swirling glasses and clinking ...

  8. 3-Day Tuscany Wine Tour Experience from Florence

    If you cancel between 3 and 6 day(s) in advance of the scheduled departure, there is a 50 percent cancellation fee. If you cancel within 2 days of the scheduled departure, there is a 100 percent cancellation fee. Discover and book 3-Day Tuscany Wine Tour Experience from Florence on Tripadvisor

  9. 3 Days Tuscany Wine Tour, Chianti, Brunello, Montepulciano

    Reserve your Private 3 Days Tuscany Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano with Driver Call now | +39.328.619.9279 or +39.338.406.3505

  10. TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun

    Start and end in Tuscany! With the Explorer tour TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun, you have a 3 days tour package taking you through Tuscany, Italy and San Gimignano,. TUSCANY THRILLS: A 3-Day Escape of Wine, Relax, and Fun includes accommodation in a hotel, meals. Expand All. Introduction.

  11. 15 Best Wine Tours in Tuscany (+ Tips For Choosing)

    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.

  12. 3-Day Tuscany Wine Tour: Immersive Vineyard Adventure from Florence

    Embark on a 3-day Tuscany wine tour from Florence and indulge in an immersive vineyard adventure. Stay in a private villa, explore the Chianti Region, and savor the finest food and wine flavors. Limited to 8 travelers.

  13. 3 Day Itinerary in Tuscany for Wine Lovers

    Day 3 - Enjoy some of Italy's most prestigious wines from Montalcino. Entance to Enoteca la Fortezza. Today, take a leisurely drive west over the undulating hills of Tuscany and spend time in beautiful Montalcino. Parking can be tricky, especially in the summertime.

  14. Tuscany in 3 Days Itinerary

    The tour includes a traditional lunch with wine tasting. DAY 3 - PISA & LUCCA. On your third day it's time to see another of Tuscany's famed wonders, the Leaning Tower of Pisa. It takes about 1 hour to get from Florence to Pisa (by car or train). The Square of Miracles, a Unesco site and one of Italy's most impressive piazze, is an ...

  15. The Ultimate 3-Days in Tuscany

    Lucca's Renaissance Walls and Guinigi Tower. Lucca is a truly charming, smaller Tuscan town to visit on your 3 day Tuscany itinerary. Arrive in Lucca early in the afternoon (it's just a 30-minute train ride from Pisa) and rent bikes to take a ride along the city's ancient walls. Bike rentals are around €5 per hour.

  16. Montepulciano Wine Tour: 3-Day Luxury Tour of Tuscany

    What a great opportunity to explore the heart of Tuscany during your trip to Rome. Maremma is a must-visit for its rich culture, beautiful landscapes, and fantastic Montecucco wine. For this 3-day luxury Tuscany tour, you will stay in a luxury relay in the countryside of Tuscany and be spoiled by our top-quality services.

  17. THE 10 BEST Tuscany Wine Tasting Tours (Updated 2024)

    21. Half day Chianti Vineyard Escape from Florence with Wine Tastings. 422. Food & Drink. 5 hours. Escape the hustle and bustle of Florence and admire Tuscany's rolling hills on this half-day tour. Don't worry about organizing…. Free cancellation. 22.

  18. Best of Tuscany 3 Day Tour from Florence

    Please note that the Siena Cathedral is closed on Sundays and Bank Holidays. During special event the opening times can change. From. €399 /person. Book Now. Our Best of Tuscany 3 Day Tour Package will take you on an exciting adventure through the Tuscan countryside as you indulge in local wines, breathtaking scenes, and rich history.

  19. Wine Tours in Tuscany

    Wine Tours in Tuscany italy with 3 full days of Italian wine immersion. Visit the Chianti Region, Val D'orcia Region & San Gimignano with Wine Tours in Tuscany. AU P: +61 404 572 020 ITA P: +39 0621118983 E: [email protected] Navigation. ... 3 day tours to itinerary locations.

  20. How to Enjoy 3 Days in Tuscany: Itinerary Ideas With or Without a Car!

    Day 2: Montepulciano + Wine Tasting. On the second day of your mini 3 day Tuscan road trip, head directly to Montepulciano! This hilltop town is a favorite among visitors to Tuscany, ourselves included, and is famous for its wine, views, and beautiful town center.

  21. Best of Tuscany 3-Day Tour

    Best of Tuscany is a fully escorted small group 3 day tours. AU P: +61 404 572 020 ITA P: +39 0621118983 E: [email protected] Navigation. About Us; Tours. 7 Days in Tuscany; 3 Days in Tuscany; Tuscany Day Tours; Italy tours; Special Interest Experiences; Tuscany Farmhouse; ... Next up on your Tuscany itinerary is a wine tour. The perfect day ...

  22. Full-Day Tuscany Castles Tour with Wine Tasting from Florence

    Discover and book Full-Day Tuscany Castles Tour with Wine Tasting from Florence on Tripadvisor. Help. If you have questions about this tour or need help making your booking, we'd be happy to help. Just call the number below and reference the product code: 7428P6. +1 855 275 5071.

  23. From Rome: A Journey Through Tuscany 3 day tour

    2 nights in 3-4 star hotels with continental breakfast; Guided walking tour of Florence (2 hrs) Solaria winery visit + wine tasting; Transport in a luxury mini-coach with a local driver; Air conditioning as standard; The stories and services of an English-speaking guide; Meals, unless specified; Attractions, unless specified

  24. Wine tasting and cooking class day

    Wine tasting and cooking class day - Ana Maria. Firenze FI, Italia. See more photos. ... After the wine tasting you will drive to Villa Monte Oriolo where Eleonora will welcome you into her kitchen where you will learn how to make some typical Tuscan dishes. ... By William S for Rome and Tuscany tour 2023 - 5 stars Version on Sep 20, 2023. KS.

  25. Livorno Cruise Port Guide &The Best Things to Do

    Tuscany is an area that's renowned for its wine production. Therefore, if you're into your wines, embarking on a wine tasting tour really is one of the best ways to get to know the region.