Tastings · ITALY DRINKS TOURS

The 15 Best Wine and Drinks Tours in Italy

106 tours  ·  from $25 a head

Chianti from Florence, Montepulciano from Rome, Prosecco from Venice and a limoncello class in Sorrento. The 15 below are sorted by how far out of town each goes, what is poured and what lunch adds.

Florence: Chianti Wineries Tour with Wine Tasting - Meeting the coach near Santa Maria Novella
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Florence: Chianti Wineries Tour with Wine Tasting

1.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 10,071 reviews · 5 - 5.5 hours · from $41Our pick

Travel by comfortable coach from Florence to two Chianti wineries for guided tastings, vineyard walks, and samples of cheese, salami, bread, olive oil, and balsamic vinegar. Guides such as Anna, Alex, Martina, and John have been praised for bringing Tuscany’s wine, villages, and farming traditions to life. Expect about 5 to 5.5 hours, with no hotel pickup or lunch.

“The tour was great. We had first a visit to a traditional small vineyard from a Italian family, great wine and food, and the Nona was super nice with us. We saw the grapes plantations, drank wine and they were good and had snacks. Second one was way bigger, so more comercial, but it was super cool to see the difference between them, specially cause the second one was more than 100years old. The guide knew a lot about the region, and she even gave us recommendations about Florence. Everything went well”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - The second estate: more wine and a Tuscan table
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Small-Group Wine Tasting Experience in the Tuscan Countryside

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

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

From Santa Maria Novella, ride into Chianti with an English-speaking guide such as Leo, Jonathan, or Matteo. Visit two wineries, taste six or more regional wines, sample olive oil and Tuscan specialties, and compare estates, cellars, and winemaking styles. The roughly 4-hour-45-minute trip gives you countryside time without consuming a full day.

“We had the best time with Leo, the 2 wineries we stopped at were unbelievable. Bonus, you get to meet so many amazing people on the journey!”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and the best church view
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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

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

Spend about 12 hours traveling from central Rome to Montepulciano, San Biagio, a Tuscan farm, and UNESCO-listed Pienza. You’ll get a guided town walk, three-course lunch, regional wines, and free time for pecorino, gelato, and photos. Guides vary, with Flavio, Anna, Barbara, Antonino, and Sonia among the praised names.

“I really enjoyed this day tour of Tuscany from Rome. Our guide Antonino was great and knowledgeable. The tour first stopped in Montepulciano which was my favorite. Unfortunately, I felt visiting Montepulciano was rushed, we didn't have much time to explore on our own. We then stopped for lunch, I agree with others, we just got small splashes of wine to try and the food was kind of underwhelming. We stopped in Pienza as well which was beautiful. Unfortunately, the day I was there, everything was closed. There was not much to do. My recommendation is give us more time in Montepulciano and less time in Pienza. Otherwise, I really…”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Wine tasting, explained without the lecture
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

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

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

Ride from central Florence in an air-conditioned 4x4 with an English-speaking sommelier. Choose a 7-hour Chianti outing, a sunset dinner, or longer routes to Brunello and Montepulciano. Expect family wineries, cellar visits, olive oil, salumi, cheese, pasta, and generous countryside views.

“Guide was informative and fun. The wines were good as was the food served. The grounds and estate were lovely. Met lovely people from across the world and had great conversations. Only adults on this tour but they were of all ages. Highly recommend”

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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

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

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

Spend about 3.5 hours eating and drinking around Florence’s Oltrarno district. You’ll sample Prosecco, four Tuscan wines, cheese, charcuterie, gnudi pasta, soup, wild boar stew, a Negroni, and artisan gelato. Guides such as Sara D., Martino, Antonella, and Dimitri add local stories, while the group stays small at 13 people or fewer.

“Wonderful tour, great food and wine, a nice way to explore this interesting neighborhood across the Arno. Antonella was our guide — a funny, lively personality who made everyone laugh and have a really good time. Highly recommend her and the tour. A delightful way to spend an evening!”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena, where the day begins with medieval drama
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

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

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

Spend 12 hours touring Tuscany from Florence by air-conditioned coach. Walk Siena with a local guide, visit its Duomo, enjoy a farmhouse lunch and four-wine tasting at a Chianti winery, then explore San Gimignano and Pisa. Guides such as Sara, Alessandro, Alex, and Giancarlo are known for lively commentary and careful timekeeping.

“The tour was amazing! We had Alex as our tour guide and he did an incredible job. From the minute we drove out of Florence he spoke to the history of every city we visited and everything we saw on the way there. This was perfect as it gives context to what you’re seeing. Everything on the tour was very well thought out, we couldn’t be any more pleased with how everything went. I would strongly recommend 100%. Thank you Alex!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

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

Spend 11 hours touring Tuscany by coach, with free time in San Gimignano and Monteriggioni, a Chianti winery lunch and tasting, and guided Siena options. Guides such as Sandro, Marta, Ricardo, and Ilaria have earned praise for clear, friendly leadership. Choose the cathedral upgrade if Siena art matters to you.

“Beautiful towns, gorgeous food and lovely hosts! The tour started on time and it was well organised. The bus was very comfortable with free wifi and plugs for you to charge your phones. Our hosts were very accommodating and attentive to our needs. Many thanks to AARON and LILY for being our guide and to PLACIDO for driving us to our destinations safely.”

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Chianti Wine Tour from Florence - The second stop in Sienese Chianti Classico
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Chianti Wine Tour from Florence

8.Chianti Wine Tour from Florence

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

Leave Florence by air-conditioned coach and follow the Via Chiantigiana through vineyards, olive groves, and hill towns. Visit two organic wineries, taste six or seven Tuscan wines with local foods, and tour vineyards and cellars with wine makers. English and Spanish tours are available, with optional cooking and lunch upgrades.

“The first winery was just okay but the second was really nice because of the property. The hosts were fun.”

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From Florence: Small Group Wine Tasting Tour to Tuscany - The first winery: wine, olive oil, and cellar traditions
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From Florence: Small Group Wine Tasting Tour to Tuscany

9.Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Leave Florence by air-conditioned minibus for two Chianti Classico wineries. You will taste six wines, olive oils, cheese, salami, cold cuts, and bruschetta while local hosts explain cellar methods and Tuscan traditions. Guides such as Jason, Jonathan, Leo, and Raffaele are known for lively commentary, music, and practical Florence tips.

“This was a great relaxing evening. This is a nice tour for when you need a break from the museums and running to different spots. Although more insight into the wine making process would have been great, we knew what we signed up for. The wine was delicious, but we took away a new appreciation of really good aged local balsamic. It was terrific with the Pecorino cheeses and paired nicely with the classicos. Highly recommend!”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - Siena: grand squares and a tight schedule
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From Florence: San Gimignano, Siena, and Chianti Wine Tour

10.San Gimignano, Siena, and Chianti Wine Tour

★★★★★★★★★★4.5 · 3,762 reviews · from $164

Leave Florence for Siena, a Chianti estate, and San Gimignano on a nine-hour guided tour. Expect air-conditioned transport, free time in both medieval towns, five wine tastings, olive oils, balsamic vinegar, and Tuscan dishes such as truffle lasagna and ribollita. Guides including Marco, Lyla, Marta, and Enrieta have earned particular praise for their energy and organization.

“Great trip, Martha was an excellent guide and made the entire trip fun. Definitely recommend this”

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Rome: Pasta Making Class with Wine, Limoncello, and Dessert - Kneading, rolling, and shaping three fresh pastas
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Rome: Pasta Making Class with Wine, Limoncello, and Dessert

11.Pasta Making Class with Wine, Limoncello, and Dessert

★★★★★★★★★★4.9 · 3,177 reviews · 3 hours · from $48

In Palazzo Grazioli near the Pantheon, an English-speaking chef such as Olga, Giorgio, Christian, or Fabrizio guides you through ravioli, tortelli, and fettuccine. You knead, roll, shape, and eat your pasta at a shared table with organic Tuscan wine, dessert, and limoncello. The small group is limited to 10 people and lasts three hours.

“The pasta-making workshop in Rome was an absolutely fantastic experience! From the very beginning, there was a warm and relaxed atmosphere, and everything was perfectly organized. Step by step, we learned the secrets of making real Italian pasta — from preparing the dough to shaping and cooking it — all explained in a clear, practical, and very enjoyable way. Huge thanks go to Olga 💛 for her patience, passion, and great sense of humor. Her enthusiasm made even complete beginners feel confident and at ease. There was lots of laughter, great energy, and of course, delicious food! This was not just a cooking class, but a true Roman adventure and…”

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Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour - Starting at Rialto Market with coffee and pastries
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Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour

12.Eat Like a Local: Venice 3-Hour Small-Group Food Tasting Tour

★★★★★★★★★★5.0 · 3,137 reviews · 2 hours 30 minutes to 3 hours 30 minutes (approx.) · from $107

Start near Rialto Bridge and follow a local guide through eight food stops in San Polo, Santa Croce and Cannaregio. Taste coffee, pastries, cicchetti, seafood, pasta or risotto, cured meats, cheese, wine, cookies and gelato. Guides may include Anna, Marianna, Greta, Sara or Carlo, with food changing by season.

“Knowing more about the culture and cuisine, and to get to enjoy the delicious food at the same time was great! We were stuffed at the end of tour! Tour and meal together, it was worth it and more! Greta was our tour guide, she’s fun, very organized and knowledgeable. We enjoyed it so much and we highly recommend it.”

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - A Chianti winery lunch with local wine
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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

13.S. Gimignano, Siena, Chianti Wine Tasting & Lunch

★★★★★★★★★★4.6 · 3,102 reviews · 11 hours · from $82

From Florence, ride through the Tuscan countryside to San Gimignano, a Chianti winery, Siena, and seasonal Monteriggioni. You get free time, local guides, three wines, Vin Santo, and a three-course lunch. Guides such as Marta, Ricardo, Sandro, and Alessandra are praised for clear directions and good humor, though Siena time can feel short.

“The trip was great! A very easy day out without feeling rushed or feeling like travel time was long. Coach was comfortable and ride was smooth. Guide Hilary was professional, yet enthusiastic. Lunch and wine at vineyard was excellent. before the trip i was a little fearful due to long duration. but i thoroughly enjoyed myself and wished did not end :)”

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From Florence: Chianti Half-Day Wine Tour with Tasting - Poggio ai Laghi and the first tasting
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From Florence: Chianti Half-Day Wine Tour with Tasting

14.Chianti Half-Day Wine Tour with Tasting

★★★★★★★★★★4.5 · 3,031 reviews · 6 hours · from $58

Leave Florence by tram and air-conditioned coach for two Chianti wineries, seven wine tastings, olive oil, balsamic vinegar, salami, cheese, and bruschetta. You will also stop at Monteriggioni. Guides such as Luca, Marco, Tula, and Alicia have led recent departures, while the 75-minute winery visits can feel brisk.

“Excellent service, right on time. Lyla and Claudio were fun and entertaining. The bus was clean. The wineries a little rushed, not much time to enjoy the vineyards. But the wineries personal excellent as well. I highly recommend.”

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Rome Cooking Class: Make Pasta and 3 Spritz Cocktails - Finding the class near the Colosseum
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Rome Cooking Class: Make Pasta and 3 Spritz Cocktails

15.Rome Cooking Class: Make Pasta and 3 Spritz Cocktails

★★★★★★★★★★5.0 · 2,937 reviews · 3 hours · from $99

Near the Colosseum, an English-speaking chef and mixologist guide you through fresh pasta, carbonara or cacio e pepe, and Aperol, Hugo, and limoncello spritzes. The three-hour class is limited to 14 people, includes recipes and unlimited water or soft drinks, and works best for adults who enjoy social cooking and a steady flow of drinks.

“Incredible! Great time, great value great people. Highly recommend.”

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Just poured: Italy Drinks Tours

★ 5.0A Venetian Evening: Wine Tasting and Cicchetti with a Local GuideFrom $131146 reviews
★ 4.0Private Secret Venice Tour; Rialto Market, San Polo & Food and Wine tastingFrom $257220 reviews
★ 4.0Chianti Delights: A Tale Of Two Wineries With A Vineyard DinnerFrom $106324 reviews
★ 4.5Chianti Vineyards Escape from Florence with Two Wine TastingsFrom $53280 reviews
★ 4.8Verona: Wine Tasting with Snacks and Panoramic ViewsFrom $53494 reviews
★ 4.5Discover Valpolicella Vineyards and Wine Tasting ExperienceFrom $84341 reviews
★ 5.0Amarone Wine-tasting Tour from Verona with Private TransportationFrom $151283 reviews
★ 4.9From Verona: Valpolicella and Amarone Wine Tasting TourFrom $112560 reviews
★ 5.0Turin Gourmet Tour: A Premium Tasting Experience by Do Eat BetterFrom $91144 reviews
★ 4.5Piedmont Winery Tour: Taste Barolo, Barbaresco & Traditional FoodFrom $59110 reviews
★ 4.7The Turin Chocolate & Wine Tasting ExperienceFrom $8187 reviews
★ 4.7The Turin Chocolate Tasting ExperienceFrom $5183 reviews
★ 5.0Etna Wine and Alcantara with lunchFrom $102154 reviews
★ 4.9Total Immersion Wine Tour in ChiantiFrom $47430 reviews
★ 4.6Chianti and Castles Tour with Wine TastingsFrom $100631 reviews

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