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

/

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

“We loved the activity, but the change in plans made us think we weren’t going to like the activity, as our main reason to going to Siena was pilgrimage and we arrived very early and many churches were closed. However, the experience was amazing. The destinations, the group we found and continued being friends for…”

8,393 reviews12 hoursFrom $52by Sightseeing Experience

Check Availability →Read the review →

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

/
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

/

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

“Lovely informative day to see a slice of Tuscany. Our guides were great and the bus very comfortable. Met some lovely people also. Would recommend this tour.”

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

Check Availability →Read the review →

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

/

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 day out visiting some beautiful Tuscan locations. The lunch and wine tasting was really good. Our guide Martha gave good insights into the different locations and good tips on things to do and see. Thanks to our driver Silvio.”

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

Check Availability →Read the review →

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

/

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

“We had an absolutely wonderful time on this wine tasting tour! From start to finish, everything was perfectly organized. Our guide Aaron was knowledgeable, friendly, and made the experience both fun and educational. We visited two beautiful vineyards, each with its own charm and character, and the wines were exceptional. We even ordered wines to…”

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

Check Availability →Read the review →

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

/

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

Check Availability →Read the review →

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

/

7.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

“Absolutely loved San Gimignano… by far the favorite party of this trip. If I was to do it over I would skip the winery and stay here for more time. sienna was lovely as well. The wine tasting and lunch was average but the small towns were definitely the highlight. Aaron and Alexandra were great…”

2,427 reviewsFrom $89.50by CAF Tour & Travel

Check Availability →Read the review →

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

/

8.From Florence: Chianti Half-Day Afternoon Tour

Half-day bus tour from Florence to Chianti for two winery visits, 7 wine tastings, Tuscan snacks, and medieval Monteriggioni free time.

★ 4.4

“Really enjoyed the afternoon. Especially liked the first winery. Wine was delicious. Our guide Marta was wonderful. Bus was comfortable and not too much driving. Highly recommend!”

2,328 reviewsFrom $55.80by My Tour in Italy

Check Availability →Read the review →

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

/

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

“The tours of Pisa, Siena and San Gimignano were an absolute blast. Thanks to Steven our driver, and Costa our very well versed tour guide, from beginning to end it was very friendly, fun, informational, well organized and efficient.”

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

Check Availability →Read the review →

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

“Everything about this excursion was great! Fantastic communication leading up to it. Both wineries were awesome in their own way. The first was more of a small family business while the second seemed a little "classier." Great views at both. Comfy ride. If you're looking for an escape from the city, I highly recommend!”

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

Check Availability →Read the review →

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

/

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

“Amazing experience. Loved every minute! Clear instructions and thorough check of our ability to drive a Vespa before we departed. We spent more time driving our vespas throughout the Tuscan countryside, than I thought we would. So many “pinch me” moments! And then to top it all off, an amazing 3 course meal and wine…”

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

Check Availability →Read the review →

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

/

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

“This is an absolute MUST when visiting Florence or the surrounding area. Flippo and Ben gave us the most memorable tour of the Tuscan countryside. The biking, olive groves, vineyards, to end with a tour of the castle, and then a Tuscan lunch was perfection. Ben will keep you very informed and Flippo will keep…”

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

Check Availability →Read the review →

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

/
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

/

14.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

“This was a great tour - 5 hours in total. The guide was great. We stopped in 2 wineries and tasted wine. The hosts at both the wineries were awesome and we enjoyed the trip a lot.”

1,025 reviewsFrom $62.63by CAF Tour & Travel

Check Availability →Read the review →

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

/

15.From Florence: Private Chianti Hills Tour with Tasting

Private Chianti tour from Florence with two 3-wine tastings, a winery tour, Radda village time, and local food pairings in 6 hours.

★ 4.3

“The trip was nice. I even bought wine to send home. One thing though, it says the tour ends where it started. This was not the case. We walked what seemed a half a mile to get on the bus from the meeting point. On our return, we were left where the bus picked us…”

809 reviews6 hoursFrom $1by Sightseeing Experience

Check Availability →Read the review →

More Chianti Wine Tours In Florence

Scroll to Top

Explore Florence

The galleries, the Duomo, the Tuscan hills, and every way to walk into them.

Galleries

Food & Wine

Day Trips

The Duomo