Italy · WINE TOURS

The 15 Best Wine Tours in Italy

200 tours  ·  from $21

A day in the vineyards is mostly a day in a minibus, so where it starts matters as much as what is in the glass. The 15 below compare Tuscany, Piedmont, the Veneto and Etna on price, driving time and how many estates you actually get into.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - The Chianti winery lunch earns its place
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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

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

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Join Walkabout Florence Tours for an 11 to 12-hour coach trip through Tuscany. Guides such as Alex, Sara, Davide, and Manolo lead you through Siena, a Chianti winery, San Gimignano, and Pisa. Expect Siena Cathedral, free time, farmhouse food, four wines, and a fast-paced day with plenty of walking.

“Great experience all around and beautifully coordinated. Very unique. Manolo was the best tour guide ever!”

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Florence: Pasta Cooking Class with Unlimited Wine - What happens during the three hours
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Florence: Pasta Cooking Class with Unlimited Wine

2.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 10,285 reviews · 3 hours · from $21Best value

In a medieval tower near Brunelleschi’s Dome, an English-speaking chef such as Andrea, Victoria, Antonio, or Valentino guides you through ravioli, tortelli, pappardelle, and matching sauces. You cook, eat, and drink Tuscan wine or soft drinks during this lively three-hour Florence class.

“An absolutely fantastic experience and highly recommend it. Our chef Andrea shared great knowledge and made the experience fun. Would definitely do it again”

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Florence: Chianti Wineries Tour with Wine Tasting - Meeting the first cantina in the Chianti Hills
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Florence: Chianti Wineries Tour with Wine Tasting

3.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56

Ride from Florence to two Chianti wineries with an English-speaking guide, taste up to seven wines, sample cheese, salami, olive oil, and balsamic vinegar, and tour vineyards and cellars. Guides may include Martina, Cecilia, Constantino, John, or Giulia, depending on the departure.

“really fun! bigger crowd but to be expected :) informative and lovely tour of countryside”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - Second winery: a useful comparison, not a guaranteed full tour
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Small-Group Wine Tasting Experience in the Tuscan Countryside

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

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107

Travel from Florence to two Chianti Classico estates with an English-speaking guide such as Leo, Jonathan, or Matteo. Tour vineyards and cellars, taste reds, olive oil, cheese, salami, and bruschetta, then return in about five hours.

“We had a great guide. The two winery visits included just enough time to enjoy what they had to offer and company of the participants. There were only eleven of us!”

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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine - Preparing tiramisu as your Italian dessert
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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

5.Pasta & Tiramisu Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 6,708 reviews · 3 hours · from $56

Spend three hours in central Florence learning fresh pasta and tiramisu with an English-speaking chef such as Alessandro, Amber, Clive, or Narghess. You cook from scratch, eat your meal with wine, and finish with limoncello or coffee. Recipe handouts may be provided.

“We absolutely loved the experience! Definitely the highest point of our trip. The class was SUPER fun, as much wine as you could drink, the food was amazing! Couldn’t recommend more.”

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Florence: Pasta Cooking Class with Unlimited Wine - What happens during the three hours
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Florence: Pasta Cooking Class with Unlimited Wine

6.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★5.0 · 6,413 reviews · 3 hours (approx.)

In central Florence, a professional chef guides you through ravioli, tortelli, and pappardelle in a medieval tower near Brunelleschi’s Dome. You will make the pasta while the chef prepares butter and sage, arrabbiata, and Tuscan ragù sauces. The three-hour class includes lunch, equipment, and unlimited Tuscan wine or soft drinks.

“Amazing experience! Chef was knowledgeable and it was so fun meeting so many different people. Highly recommend.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena begins with Piazza del Campo
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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

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

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Set out from Florence at 7:30 a.m. for Siena, San Gimignano, and Pisa. Choose the guided Siena visit and winery lunch with wine pairing, then enjoy free time in the hill towns. Guides such as Constantino, Sara, Jacopo, and Roberto have earned praise for clear timing and friendly help.

“Awesome, Enjoyed a lot , beautiful places, food is good , Tour guide is awesome, bus tour very nice, On time”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - Montepulciano: wine, towers, and steep stone streets
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

8.Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 5,232 reviews · 12 hours (approx.) · from $83

Spend about 12 hours exploring Tuscany from Rome with an English-speaking guide, a Montepulciano walking tour, lunch and wine at a local farm, and free time in Pienza. Expect scenic coach travel, steep streets, a group of up to 25, and a wine experience that varies by tour option.

“Our tour guide Barbara was very entertaining and informative. We enjoyed the views. Our favorite stop was Montepulciano. It is a long day but we are glad we did it.”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - The Val d’Orcia day for Brunello and Vino Nobile
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

9.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

From central Florence, join an English-speaking sommelier such as Ginevra, Sara, or Alex in an air-conditioned 4x4. Visit family wineries, taste Chianti, Brunello, or Vino Nobile, tour old cellars, and enjoy a regional meal with wine pairings.

“Sara was an amazing and knowledgeable guide with a combination of wine and historical information! Fabio was a great driver through the rainy winding roads and made the journey more comfortable and fun! We looked at a lot of tours and so happy we picked this one!”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Charcuterie in a 12th-century cellar
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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

10.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149

Spend an evening in Florence’s Oltrarno with a local English-speaking guide such as Antonella, Martino, Sara D., or Dimitri. You’ll visit wine windows, taste four Tuscan wines, sample cheese and local dishes, watch gnudi pasta being plated, learn the Negroni, and finish with artisan gelato.

“This food and wine tasting walking tour in Florence, on the other side of Arno River, in Oltrarno, guided by Assia, was an emotional and very inspiring experience that I would highly recommend to everyone who loves good food and wine and is eager to learn more about the history and culture of the region”

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Rome: Pasta & Tiramisu Class with Fine Wine by the Vatican - Mixing pasta dough and learning the basic method
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Rome: Pasta & Tiramisu Class with Fine Wine by the Vatican

11.Pasta & Tiramisu Class with Fine Wine by the Vatican

★★★★★★★★★★4.9 · 4,852 reviews · 2.5 - 3.5 hours · from $41

Join a small English-language class near the Vatican and learn handmade pasta and traditional tiramisu with instructors such as Cid, Carlos, Irene, or Patrik. You will cook, drink fine wine or Prosecco, eat your results, and take home the recipes.

“Excellent pasta and tiramisu making class! We had so much fun at this class and would highly recommend doing it while in Rome. Irene, our instructor, was just brilliant from start to finish. She was very welcoming, helpful and humorous. We learned great tips for making tiramisu and pasta while also having fun. The wine/prosecco was also plentiful.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Meeting the coach near Santa Maria Novella
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

12.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Join Walkabout Tours from Florence for a 12-hour coach trip through Tuscany. Explore Siena with a local guide, taste four regional wines over a farmhouse lunch in Chianti, wander San Gimignano, and see Pisa’s Leaning Tower. Guides such as Alessandro, Sara, and Giancarlo are known for lively storytelling.

“What a day! Thank you Manolo for a wonderful day full of laughs and learning about the history of the Tuscany region. This was a great way to see so much of the beautiful Tuscan landscape and hospitality, topped off with a climb up the Leaning Tower of Pisa at sunset. Such great value for money, a must do!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Monteriggioni, a brief fortress stop
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Spend about 11 hours exploring three medieval Tuscan towns, a Chianti winery, and Siena Cathedral. You get round-trip coach transport, three wines, vin santo, and a three-course lunch. Guides such as Sandro, Ricardo, and Martha have earned warm praise, though the pace and group size can feel demanding.

“This was a great way to experience Tuscany if you only have a day. Comfortable bus, great locations and the included lunch/wine tasting was fantastic. Tour guide Sandro was very informative. My only recommendation would be to shorten the time in Siena - it seemed over long and made the day very long.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa’s Field of Miracles in 80 Minutes
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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

14.Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

Travel from Florence to Pisa, San Gimignano, Chianti, and Siena with a multilingual guide such as Marta, Aaron, Sandro, or Fabi. Expect a full 12-hour day, air-conditioned transport, Siena sightseeing, and optional lunch with three wines and Vin Santo.

“We loved the experience we had with our host and driver. Faby our tour guide was amazing”

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Chianti Wine Tour from Florence - First winery: organic production and a local welcome
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Chianti Wine Tour from Florence

15.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59

Leave Florence by air-conditioned coach for two organic Chianti wineries. You’ll taste six or seven Tuscan wines, sample pecorino, salami, bruschetta, olive oil, and balsamic vinegar, and learn about winemaking from local hosts. English and Spanish tours are available.

“Not a lot of time spent at each winery. There is a steep hill to climb to get to one of the wineries.”

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New in Wine Tours

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