Tuscany Wine Tasting Tours


FLORENCE · TUSCANY

15 Best Tuscany Wine Tasting Tours In Florence

The Florence classics, in order.

The 15 best tuscany wine tasting tours in Florence, gathered in one place. What each one actually covers, what it costs, and who you book it through.

15 Best Tuscany Wine Tasting Tours In Florence

Florence: Chianti Wineries Tour with Wine Tasting - The Chianti coach ride: scenic views plus time that moves
Chianti Wine Tours, Florence, Food & Drink, Tour Reviews, Tours, Tuscany Wine Tasting Tours, Wine Tours

Florence: Chianti Wineries Tour with Wine Tasting

1.Florence: Chianti Wineries Tour with Wine Tasting

Half-day Chianti wine tour from Florence with two winery visits, tastings of Chianti and pairings, plus vineyard views and easy coach transport.

Most Popular 4.5

“Beautiful views. The winery guides were very funny and made the wine tasting a fun experience. The snacks to pair with the wine were nice also to have something to eat. I had an amazing time with my family during this trip. 10/10!!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - Winery Stop One: Vineyard Tour, Barrel Room, and a 3-Wine Flight
Florence, Food & Drink, Tour Reviews, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

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

Small-group Chianti Classico tour from Florence with two wineries, 3+3 wine tastings, olive oil, Tuscan bites, and free Wi‑Fi.

5.0

“The bus driver, Leo, was affable and knowledgeable. So, these comments aren’t related to them. Overall, I felt like the tour was rushed. We saw a little of the grounds and vineyard at the first winery, but saw nothing of the grounds and operation act the second winery, which would have been interesting. Also, it…”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena’s Piazza del Campo, Torre del Mangia, And The Cathedral Square
1-Day Tours, Florence, Lunch Experiences, Pisa Day Trips, Siena & San Gimignano Tours, Tour Reviews, Tuscany Wine Tasting Tours, Wine Tours

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

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Chianti Classico safaris: DOCG wines, villa cellars, and off-road viewpoints
Florence, Food & Drink, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Wine Tours

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

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Pecorino and Parmigiano stop: learning why cheese rules Florence
Evening Experiences, Florence, Food, Food & Drink, Food & Wine Tours, Tour Reviews, Tours, Tuscany Wine Tasting Tours, Wine Tours

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

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

Florence Sunset Food and Wine Tour with Prosecco, four Tuscan wines, Negroni making, wine-window stops, and artisan gelato over 3.5 hours.

5.0

“We took the Florence small group food and wine tour and had the most amazing time. Our guide, Antonella, was incredible! Knowledgeable, professional and funny, she provided the perfect blend of historical perspectives, cultural insights and several dashes of humor to make a wonderful experience even more fantastic. What a great tour, highly recommended if…”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Piazzale Montelungo check-in and the stuff you must bring
1-Day Tours, Chianti Wine Tours, Florence, Food & Drink, Lunch Experiences, Siena & San Gimignano Tours, Tour Reviews, Tuscany Wine Tasting Tours, Wine Tours

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

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

San Gimignano towers, Chianti winery lunch and wine tasting, and Siena’s Duomo and Campo—an 11-hour coach day from Florence.

4.5

“Other reviews are correct- this is not a guided tour. However, I liked how we are on our own in each city rather than having to keep up with a guide and large group. Hilary was very sweet and gave us information about each city before exiting the bus. The winery was just a tasting…”

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Chianti Wine Tour from Florence - Second Winery Stop in the Sienese Chianti Classico Area: Vineyard Walks and a Real Cellar Tour
Chianti Wine Tours, Florence, Tour Reviews, Tours, Tuscany Wine Tasting Tours, Wine Tours

Chianti Wine Tour from Florence

7.Chianti Wine Tour from Florence

Florence to Chianti: two organic winery visits, vineyard walks, cellar tastings with local food, plus scenic Via Chiantigiana views.

4.5

“Wonderful experience of your, wine tasting, learning the history, and taking in the scenery. It was even a full moon night. Perfecto.”

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From Florence: Small Group Wine Tasting Tour to Tuscany - The drive to Chianti Classico: views, facts, and the small-group advantage
Florence, Food & Drink, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Wine Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

8.From Florence: Small Group Wine Tasting Tour to Tuscany

Half-day from Florence to Chianti Classico: two winery cellar tours, 6 wine and olive oil tastings with Tuscan snacks, small group.

4.9

“Leo was a lovely and knowledgeable tour guide. We felt well taken care of and the wineries we visited were fantastic! The small group size made for an especially convivial and intimate experience.”

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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - San Gimignano’s Towers: 2 Hours to Get Your Bearings
Chianti Wine Tours, Florence, Food & Drink, Lunch Experiences, Siena & San Gimignano Tours, Tour Reviews, Tuscany Wine Tasting Tours, Wine Tours

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

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

Florence day trip to San Gimignano, Siena and Chianti: UNESCO towns, optional cathedral visit, and lunch with a three-wine tasting.

4.6

“This tour was excellent! First stop was San Gimignano, a picturesque town with scenic views. Lunch was at a winery in the Chianti hills. We had a delicious appetizer, followed by pasta, and wine tasting throughout. Lastly, we visited Siena, had a guided tour along with tickets to see the Cathedral. The day started off…”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - Getting on the Bus: Piazzale Montelungo, Wi-Fi, and English-Led Timing
Chianti Wine Tours, Florence, Tour Reviews, Tuscany Wine Tasting Tours, Wine Tours

Half day Chianti Vineyard Escape from Florence with Wine Tastings

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

Half-day Chianti wine escape from Florence with two winery stops, vineyard walks, cellar visits, and tastings on the Chianti Road.

4.5

“Very informative. Lots of historical information. Very friendly staff. Bus ride was very comfortable. Good cheese, meat & bread with the wine tasting. Love it! Would recommend for sure! We'll worth the money.”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Florence Meet-Up and the Van Ride Into the Countryside
Chianti Wine Tours, Cycling Tours, Florence, Food & Drink, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Vespa, Bike & Golf Cart Tours, Wine Tours

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

11.Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

Cycle through Chianti hills from Florence, stop for photos, then taste Chianti wine and olive oil at a medieval castle with lunch.

5.0

“This tour was an amazing experience in the Tuscan country side. Angus did a great job leading us through the country side on bikes. He stopped at several points for photo opportunities and share info about the area. The wine tasting and lunch at the castle was a perfect end to the morning. The biking…”

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From Florence: Val D'Orcia Tour with Wine Tasting - Meeting Point, Timing, and Getting Started Smoothly
Florence, Food & Drink, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Wine Tours

From Florence: Val D’Orcia Tour with Wine Tasting

12.From Florence: Val D’Orcia Tour with Wine Tasting

Val d’Orcia day trip from Florence: Brunello + Vino Nobile tastings, pecorino, and Montalcino, Pienza, Montepulciano.

4.6

“A very varied trip, with so much to see. Gabriel our guide was very knowledgeable and kind. The wine tasting was great and Montalcino, pienza and Montepulciano definitely worth a visit. Would recommend”

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From Florence: Chianti Wine Tour with Tastings - Getting from Florence: Stazione Montelungo and the Chianti road ride
Chianti Wine Tours, Florence, Tour Reviews, Tours, Tuscany Wine Tasting Tours, Wine Tours

From Florence: Chianti Wine Tour with Tastings

13.From Florence: Chianti Wine Tour with Tastings

Half-day Chianti tour from Florence: visit 2 organic wineries with tastings, scenic hills, and local food like pecorino and olive oil.

4.4

“Awesome trip! The guide was fabulous, a sweet lady! She led a great tour. Both wineries were very good. I normally do not like tours, but this one was a home run. It was great to chill on the bus and take in the scenary.”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - Meeting in Florence: find the purple shirt and get comfortable early
Florence, Siena & San Gimignano Tours, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours, Wine Tours

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

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

Florence Chianti road day trip with tastings at 2 wineries, Vernaccia near San Gimignano, plus 1.5 hours to wander towers and medieval streets.

5.0

“The communication, and experience as a whole was excellent. Emanuele was superb and the two different wine experiences made it even more enjoyable. The views, amazing and finishing off at San Gimignano was a delight being able to have some free time to venture out.”

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Chianti Wineries Tour with Tuscan Lunch and San Gimignano - Winery Stop One in the Chianti hills: tasting with a human scale
Chianti Wine Tours, Florence, Lunch Experiences, Siena & San Gimignano Tours, Tour Reviews, Tours, Tuscan Countryside Tours, Tuscany Wine Tasting Tours

Chianti Wineries Tour with Tuscan Lunch and San Gimignano

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