Chianti Wine Tours


FLORENCE · TUSCANY

15 Best Chianti Wine Tours In Florence

The Florence classics, in order.

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

15 Best Chianti Wine Tours In Florence

Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Pisa in One Day: Cathedral Area, Monumental Cemetery, and Leaning Tower Tickets
Chianti Wine Tours, Florence, Pisa Day Trips, Siena & San Gimignano Tours, Tour Reviews

Florence: Pisa, Siena, San Gimignano, and Chianti Experience

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1.Florence: Pisa, Siena, San Gimignano, and Chianti Experience

Florence day trip to Pisa, San Gimignano, Siena, and Chianti with free time, optional Siena guiding, and optional Leaning Tower tickets plus wine.

Most Popular★ 4.5

“This excursion was incredible. I went with my family and it exceeded our expectations. 12 hours seems long, but it really doesn’t feel like 12 hours because you get a chance to rest in the bus between places. It was one of the best days of our 10-day trip and definitely worth the price!”

8,393 reviews12 hoursFrom $52by Sightseeing Experience

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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

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2.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.

★ 4.5

“Both wineries we visited were beautiful and the hosts were joyful and hospitable. Our guide shared interesting information about the wine region; she was cheerful and kind. The bus ride gave us scenic views of the area. What a great experience! We absolutely loved it. Our favorite thing, besides the great wine, was meeting guests…”

8,301 reviewsFrom $56.37by Ciaoflorence Tours & Travel

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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

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3.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…”

4,432 reviews11 hours (approx.)From $83.27by CAF Tour and Travel

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa’s Field of Miracles: what to expect in 80 minutes
Chianti Wine Tours, Florence, Lunch Experiences, Pisa Day Trips, Siena & San Gimignano Tours, Tour Reviews, Wine Tours

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

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4.Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

Florence day trip to Pisa, San Gimignano, Chianti and Siena. Leaning Tower views, UNESCO towers, guided Siena, optional lunch+wine.

★ 4.6

“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.”

4,354 reviews12 hoursFrom $77by CAF Tour & Travel

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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

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5.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

“Two different wine tastings at Tuscan wineries and both included cheese, salami, and olive oil tastings as well. We loved it and highly recommend! The tour guide made everything easy and was very informative.”

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

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni fortress: the short hilltop pause
Chianti Wine Tours, Florence, Siena & San Gimignano Tours, Tour Reviews, Tours, Wine Tours

Siena, San Gimignano and Chianti Wines Day Tour from Florence

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6.Siena, San Gimignano and Chianti Wines Day Tour from Florence

See UNESCO Siena and San Gimignano plus Chianti wine tasting on a full-day coach tour from Florence with guided stops and free time.

★ 4.5

“The venues are great. The organisation from Gabrielle was spot on he is funny and numerous even when pouring with rain. Felt confident with Ferdi’s driving on narrow roads with a big bus! Great day out.”

2,542 reviews10 hours 30 minutes (approx.)From $78.60by Ciao Florence Tours Srl

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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

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From Florence: Chianti Half-Day Afternoon Tour - Getting to Villa Costanza from Florence (and why it matters)
Chianti Wine Tours, Florence, Half-Day, Tour Reviews, Tours

From Florence: Chianti Half-Day Afternoon Tour

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Making Pisa time feel less rushed (and getting your best photos)
1-Day Tours, Chianti Wine Tours, Florence, Pisa Day Trips, Siena & San Gimignano Tours, Tour Reviews, Tuscan Countryside Tours

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

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9.Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

One day from Florence to Pisa, Siena, San Gimignano, and Chianti wine. Guided walks, a winery lunch, and iconic sights at a steady pace.

★ 5.0

“He was absolutely AMAZING! During our transport, he shared fascinating historical information and gave us fantastic recommendations for each city we visited. We loved his uplifting, high-energy personality—he was such a sweetheart to be around! And the wine… truly the best part! I would highly recommend this trip!”

2,283 reviews12 hours (approx.)From $78.60by CAF Tour and Travel

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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

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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

“The tour is 5 hours, however, you’re in the bus for 3 hours. You basically drive to the countryside to drink small portions of wine inside a building. Maybe it’s better during harvest season, but this tour did not exceed my expectations.”

2,196 reviews5 hours (approx.)From $53.10by Ciao Florence Tours Srl

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Chianti Vespa Tour with Lunch from Florence & E-car Option - Getting There: Meeting Point and What the Day Timing Really Means
Chianti Wine Tours, Florence, Lunch Experiences, Motorbike & Scooter Rentals, Scooter Rentals, Tour Reviews, Tours, Vespa, Bike & Golf Cart Tours

Chianti Vespa Tour with Lunch from Florence & E-car Option

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11.Chianti Vespa Tour with Lunch from Florence & E-car Option

Ride a Piaggio Vespa or Topolino e-car through Chianti from Florence, stop in small villages and wineries, and enjoy a Tuscan lunch.

★ 5.0

“This was a once in a lifetime experience. We had so much fun on the Vespa tour. Our guide, Ela, was everything that you can ask for. The entire staff was very helpful, knowledgeable, and a pleasure to be around. They made sure that everyone was comfortable on the Vespa's before we hit the road.…”

1,453 reviews6 hours 30 minutes (approx.)From $125.28by Towns of Italy

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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

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12.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

“It was a great excursion but I didn’t realize there were other options in terms of electric bike and moped vs regular cycling. It turns out I’m not fit enough to cycle up and down hills for 2 hours. I did it and lived to tell about it, but I should have chosen the electric…”

1,300 reviews6 hours (approx.)From $145.12by Tuscany Bike Tours

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Essence of Chianti Small Group Tour with Lunch and Tastings from Florence - Stop 1: Tenuta Riseccoli and why organic hilltop estates matter
Chianti Wine Tours, Florence, Lunch Experiences, Tour Reviews, Tours

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

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13.Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Small-group Chianti day trip from Florence with 3 wineries, olive oil tastings, a Tuscan lunch, and a Greve village break.

★ 5.0

“The Chianti winery tour with lunch was a highlight of our trip to Florence. The small group of 24 on a half size modern bus was manageable and fun. The bus driver expertly drove us through the magnificent rolling hills and the small quaint towns of Tuscany in a safe and efficient manner. Our tour…”

1,269 reviews8 hours (approx.)From $180.19by Prestige Rent

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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

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From Florence: Private Chianti Hills Tour with Tasting - The minivan ride: comfort on Chianti’s narrow roads
Chianti Wine Tours, Florence, Food & Drink, Private, Tour Reviews, Tours

From Florence: Private Chianti Hills Tour with Tasting

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