Italy · WINE TOURS

Wine Tasting in Italy: The 15 Best Cellar Visits

197 tours  ·  from $21

Sangiovese in the Chianti hills, Barolo under the Langhe fog, Amarone dried on racks above Verona. These 15 tastings are priced by what actually gets poured, with transport notes for the ones that end well after lunch.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting the coach near Santa Maria Novella
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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

From Florence, spend a full day touring Siena, San Gimignano, Pisa, and the Chianti countryside by air-conditioned coach. Walk through Siena with a local guide, enter its striking cathedral, enjoy a farmhouse lunch and four-wine tasting at Fattoria Poggio Alloro, then explore two medieval towns and Pisa’s Square of Miracles. Tower tickets require an upgrade.

“Davide was amazing and so knowledgeable. We had a wonderful experience and laughed a lot! We would recommend to anyone”

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Florence: Pasta Cooking Class with Unlimited Wine - From flour to dough, the first essential lesson
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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

You’ll make ravioli, tortelli, and pappardelle from scratch inside a 1200s medieval tower near Brunelleschi’s Dome. English-speaking chefs such as Andrea, Victoria, Antonio, and Valentino guide each step, from flour to sauces. The three-hour class includes all ingredients, equipment, Tuscan wine, and unlimited soft drinks.

“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: Pisa, Siena, San Gimignano, and Chianti Experience - Pisa and the Leaning Tower
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Florence: Pisa, Siena, San Gimignano, and Chianti Experience

3.Pisa, Siena, San Gimignano, and Chianti Experience

★★★★★★★★★★4.5 · 8,393 reviews · 12 hours · from $52

Travel from Florence to Pisa, San Gimignano, Siena, and the Chianti Hills in a 12-hour coach tour. Choose the lunch and wine tasting package, add a Siena walking tour, and reserve Leaning Tower tickets. Guides such as Barbara, Anna, and Layla are praised for clear local stories, while comfortable transport gives you time to rest between stops.

“The trip was absolutely wonderful. Everything exceeded our expectations, the places we visited were beautiful, the atmosphere was amazing, and we truly enjoyed every moment. It was an experience we will remember fondly!!”

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Florence: Chianti Wineries Tour with Wine Tasting - Finding the bus at Piazzale Montelungo
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Florence: Chianti Wineries Tour with Wine Tasting

4.Chianti Wineries Tour with Wine Tasting

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

Meet your English-speaking guide near Florence’s Santa Maria Novella station, then ride a comfortable coach into the Chianti Hills. Visit two wineries, walk through vineyards, taste up to seven wines with cheese, salami, olive oil, and bread, and hear how weather, barrels, and local rules shape Chianti Classico.

“Such an incredible time! Cecilia was our guide and did a wonderful job. The host at the first winery was also incredibly knowledgeable and exciting when telling us about the wine and history. Highly recommend!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyards, barrels, and three wines
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Small-Group Wine Tasting Experience in the Tuscan Countryside

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

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

Leave Florence from Santa Maria Novella for a 4-hour-45-minute small-group tour through Chianti. Visit two wineries, taste six regional wines with olive oil, cheese, salami, ham, and bruschetta, and hear local stories from guides such as Leo, Matteo, and Jonathan. Groups can reach 25 people, though some departures are much smaller.

“Leo was amazing. He was informative and told us all about the history of the vineyards and Chianti wine. We went to 2 vineyards which also had EVOO and Balsamic Vinegar. Delicious. I would do this again,”

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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine - Rolling pasta, shaping dinner
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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

6.Pasta & Tiramisu Cooking Class with Unlimited Wine

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

Spend three hours in central Florence making fresh pasta and tiramisu with an English-speaking chef. Guides such as Alessandro, Amber, Clive, Narghess, and Alexandrea lead practical, funny classes, then cook your pasta and serve it with wine. Recipes are provided to take home, with coffee or limoncello to finish.

“This class with Amber was really great. She was immediately engaging and funny. Our small group all enjoyed music, wine, and a lot of laughs and learning. Amber taught us how to make pasta and tiramisu, gave us tips and recipes, and helped us to create a delicious dinner. After making our pasta, our group enjoyed wine and conversation in the restaurant while our pasta was cooked and sauced. We were amazed at how much and how amazing it all was. Thank you for such a fun and memorable experience, Amber! (We have already made tiramisu after returning home and can't wait to make some ravioli!)”

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Florence: Pasta Cooking Class with Unlimited Wine - From flour to dough, the first essential lesson
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Florence: Pasta Cooking Class with Unlimited Wine

7.Pasta Cooking Class with Unlimited Wine

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

In central Florence, a professional chef leads you through fresh ravioli, tortelli, and pappardelle in a 1200s medieval tower near Brunelleschi’s Dome. You make the pasta while the chef prepares butter and sage, arrabbiata, and Tuscan ragù sauces. The three-hour class includes lunch, equipment, ingredients, Tuscan wine, and soft drinks.

“We had Chef Valentino who was kind and educational. We had a great time, enjoyed all the flavors, and learned more about pasta making and sauce composition. I only wish there had been slightly more complexity to the course but given the time restraints the course content makes sense and was fun.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena Cathedral deserves a careful choice
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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

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

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

Spend about 12 hours touring Tuscany from Florence, with guided Siena, free time in San Gimignano and Pisa, and an optional winery lunch with wine pairing. Guides such as Constantino, Sara, Jacopo, and Sebastiano have earned praise for keeping the large group informed and on schedule. Expect plenty of walking and limited time at each stop.

“You get a great overview of many places in a single day. There is not a lot of time for in depth sightseeing but you get to many places. They pull it off flawlessly.”

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - San Biagio and Renaissance Geometry
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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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

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

Spend about 12 hours traveling from Rome to Tuscany by air-conditioned coach. Walk through Montepulciano, visit San Biagio, eat a three-course farm lunch with regional wines, and enjoy free time in UNESCO-listed Pienza. Guides such as Anna, Barbara, Antonino, and Flavio are known for adding useful history and Rome tips along the way.

“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 - What happens at the wineries
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

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

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

Choose a 7 to 10-hour wine safari from Florence with an English-speaking sommelier, air-conditioned 4x4 transport, private estates, cellar visits, tastings, and a Tuscan meal. Options range from Chianti to Val d’Orcia, Brunello, and Montepulciano. Guides may include Ginevra, Sara, Alex, or Fabio.

“Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.”

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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

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

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

Spend 3.5 hours walking Florence’s Oltrarno district with a local English-speaking guide such as Antonella, Dimitri, Sara, or Martino. Taste Prosecco, Chianti Classico, Super Tuscan wine, cheese, charcuterie, gnudi pasta, Tuscan soup, wild boar stew, a Negroni, and artisan gelato. Groups are capped at 13.

“This was a fabulous evening tour. We learned so much about the food, we’re taken to small and authentic places. I would suggest doing this early in your stay as you would go back to some of the restaurants for a meal. The little bits of food were more than satisfactory so don’t eat a big meal before you go.”

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Rome: Pasta & Tiramisu Class with Fine Wine by the Vatican - What happens during the 2.5 to 3.5 hour class
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Rome: Pasta & Tiramisu Class with Fine Wine by the Vatican

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

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

Join chefs such as Cid, Carlos, Irene, or Patrik for a hands-on pasta and tiramisu class at a local restaurant near the Vatican. You will prepare both dishes from scratch, enjoy your meal with free-flowing wine or Prosecco, and take home the recipes. The class lasts 2.5 to 3.5 hours.

“The best experience, the tutor was incredibly engaging and fun, we brought our children 8 and 5 and they both loved it. Perfect for adults and kids. Would highly recommend.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - The Chianti winery lunch is the day’s big payoff
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

13.From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

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

Spend a full day with an English-speaking guide such as Sara, Alessandro, or Manolo, visiting Siena, San Gimignano, Pisa, and the Chianti hills. You’ll get a Siena walking tour, free time in three towns, and an optional farmhouse lunch with four regional wines at an organic winery.

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

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

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

Leave Florence by coach for San Gimignano’s towers, Monteriggioni’s fortress walls, and Siena’s Gothic center. At a Chianti winery, taste three Tuscan wines with a three-course lunch. Choose the Siena walking tour and cathedral entry if you want more guided history. Expect hills, uneven streets, and a long day.

“Sandro was great as our guide for all our destinations today! Highly recommend and lucky to get him!”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Meeting at Piazzale Montelungo
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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

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

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

Spend 12 hours touring Tuscany by air-conditioned coach, from Pisa’s Leaning Tower to San Gimignano’s medieval towers and Siena’s Piazza del Campo. Add the three-course lunch and wine tasting for a taste of local food, then join a guide such as Marta, Aaron, or Sandro for Siena’s streets and cathedral.

“This was a very enjoyable experience. Will highly recommend.”

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