WINE TOURS · WINERY TOURS IN ITALY

15 Winery Tours in Italy the Drive Pays For

70 tours  ·  from $23 a head

Somebody has to choose, so: 15 winery tours in Italy that are worth the money, with what you pay, what gets poured and the thing to check before you commit.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral is worth the guided entry
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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

Spend 11 to 12 hours touring Tuscany by air-conditioned coach, with guided Siena and cathedral visits, free time in San Gimignano and Pisa, and a family-run winery lunch with four wine tastings. Guides such as Alex, Sara, Davide, and Manolo are known for clear directions, humor, and good pacing. Choose the Pisa tower upgrade if you want to climb.

“I had a fantastic experience with this tour guide Sara and Milano from start to finish. Everything was well-organized, smooth, and thoughtfully planned, which made the entire tour stress-free and enjoyable. Sara was knowledgeable, engaging, and passionate, sharing interesting facts and stories that really brought the place to life. Sara also very friendly, patient, and happy to answer all my questions. The pacing was perfect, and I never felt rushed, while still getting to see and learn so much. Overall, it was a truly memorable experience, and I am so glad I chose this operator. Highly recommended for anyone looking for a professional, informative, and enjoyable tour!”

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Florence: Chianti Wineries Tour with Wine Tasting - First winery: a close look at small-scale wine making
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Florence: Chianti Wineries Tour with Wine Tasting

2.Chianti Wineries Tour with Wine Tasting

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

Travel from Florence to two Chianti wineries in about five hours. Meet local producers, walk through vineyards, taste up to seven wines, and sample cheese, salami, bread, olive oil, and balsamic vinegar. Guides such as Ana, Alex, John, and Martina add regional stories along the way. Morning departures offer the best light for vineyard views.

“The tour was amazing, we had a great time with Ana, she is great and kind. We visited two wineries, but the first one, La Lama, was amazing. You will not regret this experience.”

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

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

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

Spend 12 hours exploring Tuscany by comfortable coach, with a guided Siena walk, free time in San Gimignano and Pisa, and an optional farmhouse lunch at a Chianti winery. Guides such as Sara, Alessandro, and Giancarlo are known for lively storytelling. Choose the lunch option for wine tasting and countryside views, or skip it for more time in San Gimignano.

“Excellent trip, our guide Genevra was fabulous and our driver Giuseppe was fantastic. Would definitely recommend this trip.”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - First winery: a lively introduction to Tuscan wine
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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

4.Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

★★★★★★★★★★5.0 · 1,007 reviews · 7 hours (approx.) · from $229

Leave Florence at 10am with guides such as Emanuele, Valentina, or Giovanni for two winery visits, eight wine tastings, local food pairings, and 90 minutes in San Gimignano. You’ll travel by air-conditioned minibus through Chianti country and return around 5pm. Lunch is not included, and the tour is for adults 18 and older.

“All positive- the people we never met before but had the opportunity to socialize with during this tour, the wine, the small town we explored, and the tour guides! Absolutely worth it.”

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Chianti Wineries Tour with Tuscan Lunch and San Gimignano - First winery: a personal introduction to Chianti wine
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Chianti Wineries Tour with Tuscan Lunch and San Gimignano

5.Chianti Wineries Tour with Tuscan Lunch and San Gimignano

★★★★★★★★★★5.0 · 793 reviews · 8 hours (approx.) · from $229

Spend about eight hours with a small group of up to 16, visiting two Chianti wineries, tasting local wines, eating a Tuscan lunch, and exploring San Gimignano. Guides such as Daniel, Lorenzo, Christian, Cecilia, and Leonardo are praised for lively stories and good pacing. Round-trip transport from central Florence is included.

“It was a lot of fun and Cecilia was a wonderful guide with a great personality. She made it fun and the whole group were friends by the end of the trip.”

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Milan Urban Winery: Taste & Tour at Cantina Urbana - The 90-minute visit, from tanks to tasting table
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Milan Urban Winery: Taste & Tour at Cantina Urbana

6.Milan Urban Winery: Taste & Tour at Cantina Urbana

★★★★★★★★★★4.7 · 683 reviews · 1.5 hours · from $47

Visit Cantina Urbana on Via Ascanio Sforza for a short winery tour and a tasting of four or six Milan-made wines. A sommelier explains production methods among barrels, amphorae, and steel tanks. Local meats and cheeses are included, with vegetarian options available by request. Guides speak English and Italian.

“Amazing experience and you learn so much about the history of wine in Italy and the cheese pairing was lovely. I had the best time and would come back.”

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Lucca: Guided Winery Tour with Wine Tasting - Arriving at Tenuta Adamo
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Lucca: Guided Winery Tour with Wine Tasting

7.Lucca: Guided Winery Tour with Wine Tasting

★★★★★★★★★★4.7 · 611 reviews · 1.5 hours · from $29

Visit Tenuta Adamo in the hills outside Lucca for a 20-minute cellar tour followed by wine and olive oil tasting on a panoramic terrace. English-speaking hosts such as Lisa, Julia, Luisa, and Antonio explain local grapes and production. Plan on 1.5 hours, shared seating, and optional food platters or transfers from Lucca.

“Luisa was our quide.She is absolutely charming and amaizing! We had a great time. Wines were delicoius and view was stunning.”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - First winery: a lively introduction to Tuscan wine
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Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

8.Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

★★★★★★★★★★4.8 · 594 reviews · 7 hours · from $201

Leave Florence at 10:00am for two Chianti-area wineries, tasting up to seven wines with olive oil, balsamic vinegar, and local food. Guides such as Dom, Anna, Valentina, and Alessandro add local stories along the way. You’ll also get 1.5 hours to wander San Gimignano before returning to Florence around 5:00pm.

“Lorenzo was amazing! This was the perfect trip. When picking a day trip in to Tuscany, we wanted one that gave us ample time at each stop, (especially San Gimignano.) we were so excited to get to visit Torciano with their impressive tasting!”

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Olbia: Gallura Winery Guided Tour with Tasting - Walking through the vineyard
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Olbia: Gallura Winery Guided Tour with Tasting

9.Olbia: Gallura Winery Guided Tour with Tasting

★★★★★★★★★★4.7 · 451 reviews · 1.5 hours · from $61

Visit Cantina Murales near Olbia for a 1.5-hour family-run tour through the vineyard, winery, and barrel cellar. Guides such as Greta and Arianna explain local wine traditions before you taste three wines with Sardinian snacks. The property also has a small rescue farm with donkeys, goats, chickens, ducks, geese, and dogs.

“The vineyards are absolutely beautiful. our guide, Greta was informative, friendly and knowledgeable. I have never done a wine tasting experience previously but I really believe that any others I do will be disappointing compared to this one. I highly recommend 👌 ☺️”

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Private 6-Hour Tour of Three Etna Wineries with food&wine tasting - The first winery sets the pace
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Private 6-Hour Tour of Three Etna Wineries with food&wine tasting

10.Private 6-Hour Tour of Three Etna Wineries with food&wine tasting

★★★★★★★★★★5.0 · 417 reviews · 6 hours (approx.) · from $375

Spend six hours visiting three Etna wineries with a private guide such as Marco, Massimo, Alessandro, or Bruno. Taste regional reds, whites, rosés, and dessert wine with Sicilian food, while driving through lava-stone villages, citrus groves, and views of Mount Etna. Hotel and port pickup is included.

“Great guide who was so friendly and knowledgeable about the area took us to 3 wineries of different sizes and all were fabulous!! Highly recommend this tour! Spend the money. Plan to taste a lot of wine, eat delicious food and enjoy the hospitality.”

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Lucca: Wine Tasting Experience - Tenuta Adamo Winery - The terrace view is part of the experience
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Lucca: Wine Tasting Experience – Tenuta Adamo Winery

11.Lucca: Wine Tasting Experience – Tenuta Adamo Winery

★★★★★★★★★★5.0 · 400 reviews · 1 hour 30 minutes (approx.) · from $24Best value

Meet Antonio and his team at Tenuta Adamo in the Lucca hills for a 90-minute cellar tour and tasting. You will see how the wines are made, then try four wines, olive oil, bread, and focaccia on the terrace. Lisa and other staff may lead the tasting. Transport is not included, so plan your return.

“Perfect little trip for wine tasting. Not too long, views were amazing. Came and picked us up on Lucca. Wines were amazing as well.”

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Domaso: Wine Tasting at the Winery on Como Lake - Inside the cellar: from farm work to finished wine
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Domaso: Wine Tasting at the Winery on Como Lake

12.Domaso: Wine Tasting at the Winery on Como Lake

★★★★★★★★★★5.0 · 351 reviews · 1 hour 30 minutes (approx.) · from $76

Visit Azienda Agricola Sorsasso in Domaso for a cellar tour led by the winemaking family, then taste three local wines with cold cuts, cheeses, bread, olive oil, and other regional specialties on a terrace above Lake Como. Silvia and her family explain the winery’s story and production methods. Allow more than the listed 90 minutes.

“Domasso winerybwas the best! Sylvia was so informative on their family run winery. How they started and details of how their wine is made. Plenty of wine and food. The hospitality was amazing. Had a great time would definitely recommend this winery.”

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Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner - From Castellina to the Chianti estates
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Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

13.Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

★★★★★★★★★★4.0 · 324 reviews · 7 hours 30 minutes (approx.) · from $106

Leave Florence at 2:45 pm for Siena and Chianti. You will have free time in Piazza del Campo, visit two rustic wine estates, taste Tuscan wines and olive oil, and eat a four-course dinner. English and Spanish are guaranteed, with groups advertised at up to 30 people.

“We had the opportunity to explore the beautiful medieval city of Sienna and later a wine testing accompanied with dinner.”

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Lazise: Winery Tour with Garda Wines and Food Tasting - From grape to bottle inside the cellar
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Lazise: Winery Tour with Garda Wines and Food Tasting

14.Lazise: Winery Tour with Garda Wines and Food Tasting

★★★★★★★★★★4.8 · 278 reviews · 2 hours · from $49

Visit Bergamini Vini near Lazise for a two-hour vineyard and cellar tour led in English, Italian, or German. Learn how Bardolino, Chiaretto, and Custoza are made, then taste 6 to 8 wines with Garda cheeses, cured meats, bread, and olive oil. Guides such as Paula and Nevio bring warmth and clear local insight.

“This was definitely a highlight of our trip to Italy! Definitely worth the money with 7 glasses of different wines with an extra top up if you enjoy the wine! The accompanying meats, cheeses and breads were delicious alongside the wine. I'd recommend this for sure for anyone wanting and authentic family grown winery experience with amazing views of Lake Garda!”

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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - What the guides add to the day
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

15.Small Group Vespa Tour Tuscany Winery & Lunch

★★★★★★★★★★4.9 · 268 reviews · 7 hours · from $235

Leave Florence in a small group of up to eight, learn to ride a Vespa on quiet Tuscan roads, and travel through Chianti to San Gimignano. Guides such as Lorenzo, Cecilia, Daniel, and Mido help nervous riders feel safe. Finish with a Tuscan lunch and wine tasting at a local winery with broad countryside views.

“This trip was so much fun!! Everything was planned out so well and the tour guides were fantastic. I rode with Lorenzo (the best tour guide) because I was not comfortable driving myself, and it honestly was even better because I didn’t have to worry about a thing and could just take in the scenery! Stopping at the town halfway was great too, because I wouldn’t have had an opportunity to see it while in Italy (plus the famous gelato shop was so good!). The vineyard was also beautiful with lots and lots of wine! And the meal was also great. Our group got along really well, which made for…”

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New in Winery Tours in Italy

★ 5.0WINE TOUR with sommelier in a winery near CagliariFrom $10227 reviews
★ 5.0Guided winery tour with tasting in Bolzano at the SKYWINE PAVILLONFrom $4561 reviews
★ 5.0Balsamic Vinegar, Olive oil and Organic Winery Tour in Assisi with tastingFrom $8366 reviews
★ 4.5Wine Tour and Tasting at Le Marche’s Oldest Wine EstateFrom $3547 reviews
★ 4.8Tenute Girolamo: Winery tour and Premium Tasting in the Itria ValleyFrom $3538 reviews
★ 5.0winery tour, wine tasting and lunchFrom $7770 reviews
★ 4.8Sardinia: Winery Tour and Wine Tasting Experience56 reviews
★ 4.9San Gimignano: Wine and Food Tasting in a Family WineryFrom $10629 reviews
★ 4.6San Gimignano: Vineyard Walk with Wine Tasting in wineryFrom $10027 reviews
★ 5.0Pramaggiore: Ornella Bellia Winery Guided Tour & TastingFrom $2990 reviews
★ 4.6Piedmont: Winery Tour, Taste Barolo, Barbaresco & Local FoodFrom $5861 reviews
★ 4.9Assisi: Organic Winery Tour with Tastings & Typical FoodFrom $4640 reviews
★ 4.8Mount Etna: Winery Tour and TastingFrom $7292 reviews
★ 4.8Montepulciano: Winery Tour, Tasting, and Vineyard PicnicFrom $10543 reviews
★ 4.9Montepulciano: Tuscan Winery Tour with Wine Tasting & MealFrom $11288 reviews

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