Tuscany & Chianti Wine Tours


WINE REGION

15 Best Tuscany & Chianti Wine Tours

The pours worth the trip.

The 15 most-loved tuscany & chianti wine tours, gathered in one place. The ones worth giving a day to, with what they pour, who runs them and what they cost.

15 Best Tuscany & Chianti Wine Tours

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - The Coach Ride and Time Windows That Shape the Day
1-Day Tours, Florence, Florence Wine Tours, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tours, Winery & Vineyard Tours

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

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

A full Tuscany day trip from Florence with guided Siena Cathedral, Chianti winery lunch and tastings, free time in San Gimignano, and Pisa.

Most Popular★ 5.0

“The day was great! Our tour guide was absolutely amazing! He even helped me find my phone when it went missing! The tour is perfectly described on the Viator app as to what you will do for the day. Personally all in our group said if we did it again we wouldn’t go to Pisa…”

21,634 reviews11 to 12 hours (approx.)From $114.88by Walkabout Florence Tours

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Florence: Chianti Wineries Tour with Wine Tasting - The Coach Ride: How the 5.5 Hours Actually Feel
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours, Winery & Vineyard Tours

Florence: Chianti Wineries Tour with Wine Tasting

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Florence: Chianti Wineries Tour with Wine Tasting - The Coach Ride: How the 5.5 Hours Actually Feel
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours, Winery & Vineyard Tours

Florence: Chianti Wineries Tour with Wine Tasting

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3.Florence: Chianti Wineries Tour with Wine Tasting

Half-day Chianti tour from Florence with two winery visits, vineyard walks, guided tastings, Tuscan snacks, and a scenic bus ride.

★ 4.5

“We had an incredible experience on our Chianti wine tour! The scenery was breathtaking, with rolling vineyards and charming countryside views at every turn. The tour was well-organized, and our guide was both knowledgeable and engaging, sharing fun facts along the way that made the journey even more enjoyable. A big shoutout to our bus…”

8,301 reviewsFrom $56.37by Ciaoflorence Tours & Travel

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Small-Group Wine Tasting Experience in the Tuscan Countryside - Stop One in Chianti: Vineyard Tour, Production Areas, Barrel Room
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - A Winery Lunch Outside San Gimignano: 3 Courses and a Real Wine Break
1-Day Tours, Florence, Florence Wine Tours, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine & Tapas Pairings, Wine Tours

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

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

Tuscany in one day: guided Siena, a winery lunch with wine pairing, San Gimignano towers, and Pisa’s Square of Miracles from Florence.

★ 4.5

“Well organised, clear instructions given. Important to keep to scheduled times allocated to each stop. Think reasonable time allocated for each stop, including if want to enter Siena Cathedral, lunch etc. But got to be realistic with use of time, 2 cities and a town is an achievement in 1 day. Expect a long delay…”

6,006 reviews12 hours (approx.)From $78.60by Ciao Florence Tours Srl

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - From Rome into Val d’Orcia: the scenery bonus
1-Day Tours, Food & Drink, Lunch Experiences, Rome, Rome Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - The Ride Out of Florence: 4WD Comfort and Real Countryside Time
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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

4WD off-road wine safaris from Florence with Chianti and Val d’Orcia tastings, cellar tours, and paired Tuscan meals.

★ 5.0

“We could not have had a better experience for our first tour of the Tuscan Wine Region. Our guide was friendly and knowledgeable. The vineyards and wineries were gorgeous. Lunch was amazing!”

5,088 reviews7 to 9 hours (approx.)From $157.21by Walkabout Florence Tours

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Coach Day From Florence: What the Schedule Really Feels Like
1-Day Tours, Florence, Florence Wine Tours, Food & Drink, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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Chianti Wine Tour from Florence - Winery Stop Two in Sienese Chianti Classico: Vineyard Walk, Cellars, Aromatic Garden
Florence, Florence Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

Chianti Wine Tour from Florence

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11.Chianti Wine Tour from Florence

Chianti wine and food from Florence: two organic tastings on the Via Chiantigiana, with hilltop views and guided flights.

★ 4.5

“The half day tour was fun but was a bit chaotic going back and forth between Italian, English and Spanish. The group was divided into groups once we reach the wineries but was so loud at the first stop I couldn’t understand a word our guide was saying. The second stop, each group was a…”

3,979 reviews5 hours (approx.)From $59.13by CAF Tour and Travel

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From Florence: Small Group Wine Tasting Tour to Tuscany - First winery stop: olive oil tastings plus guided cellar time
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - The “9 hours” reality check: travel time and how to pace yourself
Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

From Florence: San Gimignano, Siena, and Chianti Wine Tour

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13.From Florence: San Gimignano, Siena, and Chianti Wine Tour

Siena and San Gimignano in one day, plus a Chianti estate with five wine tastings and a truffle lasagna lunch, from Florence.

★ 4.5

“Oh such a lovely day it was and our guide Lyla was very communicative and made the tour very fun. Our driver, Antonio, was also a very sweet person. She explained about the very interesting history of places and the wines too. There was intern from the company who also gave a lot of information…”

3,762 reviewsFrom $164.26by My Tour in Italy

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - Monteriggioni Walled Village: A Bonus When It’s Included (Season Rules Apply)
Florence, Florence Wine Tours, Food & Drink, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

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From Florence: Chianti Half-Day Wine Tour with Tasting - Poggio ai Laghi: your first tasting, Tuscan snacks, and a guided cellar tour
Florence, Florence Wine Tours, Food & Drink, Half-Day, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

From Florence: Chianti Half-Day Wine Tour with Tasting

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