Italy · WINE TASTINGS IN FLORENCE

The 15 Wine Tastings in Florence That Repay the Price

35 tours  ·  ★★★★★★★★★★ 4.7 average  ·  from $41

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and Piazza del Campo, Where the Art Has a Reason
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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Meeting Point: Santa Maria Novella, Then a Smooth Start
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Florence: Pisa, Siena, San Gimignano, and Chianti Experience

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

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

A full day loop through Pisa, San Gimignano, Siena, and Chianti with optional Pisa tickets, a Siena guide, and wine-lunch.

“I enjoyed every moment of this tour. Barbara is an amazing guide and told us everything about the places we visited and where to find the best gelato and coffee (and bathrooms😅). For the Siena tour, Chiara was an amazing tour guide and the lunch at Poggio Ai Laghi was paired with some of the best wines I tasted. The whole tour was an amazing experience and I recommend it to anyone who wants to see the highlights, just so they can visit those places by themselves again and fully enjoy everything about Toscana.”

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Florence: Chianti Wineries Tour with Wine Tasting - First cantina: Chianti Classico, barrels, and your first tasting flight
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Florence: Chianti Wineries Tour with Wine Tasting

Small-Group Wine Tasting Experience in the Tuscan Countryside - Stop 1: The first Chianti Classico winery and your olive-oil tasting
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Small-Group Wine Tasting Experience in the Tuscan Countryside

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Chianti Classico full-day: two villas, cellars, and off-road photo breaks
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

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

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

Go off-road from Florence into Chianti or Val d’Orcia for guided tastings, olive oil and cheese stops, and a classic Tuscan meal.

“Gloria and Roberto were amazing guides. Not only were the wineries diverse, but the knowledge shared was informative and interesting. Gloria also took the time to answer questions and ‘get to know the group’. Roberto was a smooth and careful driver.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena Walking Tour: Duomo, Piazza del Campo, and That Old-Bank Detail
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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

Full-day Tuscany tour from Florence: guided Siena, Chianti winery lunch and wine tastings, San Gimignano towers, Pisa sights and Leaning Tower.

“Sara was informational and warm. Our guide in Sienna was helpful to understanding the local art and history. Enjoyed the friendly rivalry between Florence and Sienna. While we felt hurried, each stop was just the right amount of time. Each site felt like a day unto itself.”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - The coach ride: comfortable, but plan for a long day
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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

11-hour Tuscany day trip from Florence with San Gimignano towers, Chianti winery lunch and wine tasting, and guided Siena highlights.

“It feels very rushed in last portion of tour. We had a guide that walked entirely too fast and our chronic knee and back pain were exacerbated trying to keeep up. Guided tour wasn’t really necessary… save yourself the expense. Meal was delicious! We thoroughly enjoyed San Giiagmano wish it was longest stay of tour.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa at the Field of Miracles, what you get and what to plan
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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

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

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

Florence day trip to Pisa, Siena, San Gimignano, and Chianti hills with optional guided walks and lunch with wine pairing.

“Great way to see the Tuscany region if you are pressed for time. Good coverage of key regions and take up the lunch offer as the wine tasting and paring of local produce is a great way to understand the beauty of the region.”

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Chianti Wine Tour from Florence - Meeting at Piazzale Montelungo, then leaving the city for good
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Chianti Wine Tour from Florence

9.Chianti Wine Tour from Florence

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

Chianti wine tour from Florence with two organic wineries on the Via Chiantigiana, guided tastings, Tuscan bites, and scenic views.

“Very nice wines and a small bit of food. 3 wines in each place, mainly red wine which is what the area is known for. Guides were very nice and knowledgable, would recommend”

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From Florence: Small Group Wine Tasting Tour to Tuscany - Getting from Piazzale Montelungo to the Chianti Classico hills
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From Florence: Small Group Wine Tasting Tour to Tuscany

10.Small Group Wine Tasting Tour to Tuscany

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

Small-group Chianti tasting from Florence with 2 renowned estates, 6 wine and olive oil samples, and Tuscan bites in under 5 hours.

“Rapha and Sergio provided a friendly and informative tour out to two Chianti wineries in a comfortable bus. The Tuscan landscape and villas dotted around the hills did not disappoint, and the wines were paired with generous antipasto plates. Great tour with fellow travellers from all over the world. Five out of five stars.”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni: quick hilltop fortress time, photos included
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Siena, San Gimignano and Chianti Wines Day Tour from Florence

Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - Monteriggioni’s Walled Charm, Plus the Seasonal Catch
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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

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

★★★★★★★★★★4.6 · 2,427 reviews · from $89

Florence to San Gimignano and Siena plus a Chianti winery lunch with guided wine tasting and optional Siena Cathedral entry.

“Great trip, saw all the sites. Lunch was kind of meh at the winery, which wasn’t very picturesque or anything, but it worked. Guided tour of Siena wasn’t good at all, hard to hear and understand, but they gave us a refund which was great and they didn’t have to do. Overall, it’s a great way to see some amazing sites on a day trip, would recommend.”

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From Florence: Chianti Half-Day Afternoon Tour - What the half-day Chianti schedule feels like (and why it works)
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From Florence: Chianti Half-Day Afternoon Tour

13.Chianti Half-Day Afternoon Tour

★★★★★★★★★★4.4 · 2,328 reviews · from $55

Half-day Chianti wine tour from Florence with two wineries, 7 wine tastings, olive oil and balsamic pairings, plus free time in Monteriggioni.

“It was fun and very well explained everything! Just the last part was not worthy, because the city was empty and everything was closed! But other than that was a good activity and our tour lady was very nice and explained a lot for us!”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - San Gimignano UNESCO time, towers, and Piazza della Cisterna
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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

Half day Chianti Vineyard Escape from Florence with Wine Tastings - Two wineries, cellars, and vineyard walks: what each stop adds
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

15.Half day Chianti Vineyard Escape from Florence with Wine Tastings

★★★★★★★★★★4.5 · 2,196 reviews · 5 hours (approx.) · from $53

Half-day Chianti wine tour from Florence with two estate tastings, vineyard and cellar visits, local olive oil and balsamic, plus scenic stops.

“The wineries were wonderful and the tour overall was enjoyable. However, the tour guide was not very engaging and spent most of the time chatting with the driver, which made her presence feel unnecessary.”

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