Tuscany Wine Tour from Florence to Siena & Chianti
Free CancellationDay Trip
Enjoy a luxury Tuscany day trip to visit Siena and San Gimignano then taste food and wine in Chianti
4.93
(148)
9h
Max 15 Guests
+6
Planning a day in Tuscany’s countryside can be tricky, with winding roads, remote villages, and countless wineries to choose from. We take the guesswork out of the experience by starting in Florence and guiding you through Siena’s rolling hills, the medieval streets of San Gimignano, and celebrated Chianti wineries. Along the way, learn the stories behind Chianti’s renowned wines and soak in the charm of Tuscany’s most stunning landscapes. It’s the ideal way to savor Tuscany without the hassle.
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Select participants and date
Free cancellation up to 24 hours in advance!
Passionate English-speaking host
Transportation
Winery tour
Tuscan lunch
Siena
San Gimignano
Wine tasting
Free time
Group size of 15
Tour guide gratuities
Hotel pick up
Wheelchair accessible
Meeting point at Viale Filippo Strozzi
Meet your tour leader
Hills of Tuscany
Siena
Free time for Cathedral visit
For Reference Only. Itineraries are subject to change
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4.93
148 Ratings
5
139
4
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Alexandra McCarron
Verified Review
December 03, 2024 10 am EST
Jennifer Gaston
Verified Review
November 19, 2024 17 pm EST
Amazing tour
Jennifer Duest
Verified Review
November 12, 2024 19 pm EST
Great tour and perfect length of time.
A Wonderful Experience!!!
John Cheeseman
Verified Review
October 13, 2024 20 pm EST
This tour was perhaps the best of our whole trip. Our guide, Marco, made it a special experience! For me. San Gimignano was the wild card. We really didn't know what to expect, but I can tell you that it was beautiful. There is a lot packed into this experience, but we loved it!!!
Fabulous Day in Tuscany
Nancy Finckenor
Verified Review
October 08, 2024 15 pm EST
We had such an informative, fun, and well paced day with our guide Frederica! We were able to enjoy free time in Siena and San Gimignano to explore , take pictures and shop. She also informed us of the history of the towns. The family owned winery tour , tasting and lunch was educational and delicious. The whole day was unforgettable and relaxing. We would definitely recommend this tour.
Fabulous Day Out in Tuscany
Tony McNally
Verified Review
October 06, 2024 06 am EST
The most enjoyable day with a great tour lead Fredi
We had an awesome tour and tour guide !
Lesley Vullo
Verified Review
October 03, 2024 11 am EST
The trip was wonderful and Lori our guide was very knowledgeable and super friendly!! We enjoyed everything as well as Claudia our driver ! We were sad to leave after .
Heather Gauthier
Verified Review
October 03, 2024 08 am EST
Alice took us on a lovely trip to Siena, a winery, and San Gimignano
Karam Basra
Verified Review
September 25, 2024 22 pm EST
Alice did an excellent job leading us through Siena and San Gimignano and then letting us roam and explore on our own. As she explained from the beginning, she was there to shepherd us from one site to the next more than give us an in-depth tour every moment of the day. We enjoyed our wine tasting and small bites at the winery too. By the way, two of our group mates misunderstood the instructions about the meeting place when we were in Siena and after we waited awhile for them they had to be left behind and luckily they got to the winery on their own. I want Alice's bosses to know she was clear, the tourists messed up, and she handled an awkward situation with grace even when the group mates took no responsibility for their own screw-up.
Seonaid Farquhar
Verified Review
September 04, 2024 03 am EST
Vishal Panchal
Verified Review
August 29, 2024 07 am EST
Jennifer T Zuccaro
Verified Review
August 16, 2024 09 am EST
Tuscany wine tour
Theresa Pflume
Verified Review
August 13, 2024 11 am EST
Lori was amazing. We had 8 people in our group with 2 cars. It was a very comfortable ride. Lori’s knowledge of the history was impressive. The towns were beautiful and the food was delicious. The winery was impressive. What a wonderful experience.
Kelsey Oostdyk
Verified Review
August 10, 2024 11 am EST
Marianne Lambertson
Verified Review
August 09, 2024 07 am EST
Sandra Luu
Verified Review
August 07, 2024 17 pm EST
Alida Baroco
Verified Review
July 28, 2024 11 am EST
Kayla Buerger
Verified Review
July 06, 2024 12 pm EST
Steven Castela
Verified Review
July 06, 2024 09 am EST
Alexis Fodran
Verified Review
July 06, 2024 06 am EST
Amazing Wine Tour
Christine Rees
Verified Review
June 26, 2024 07 am EST
Yesterday’s wine tour with Lori and Cosimo was really great and is highly recommended. They were friendly, knowledgeable and a lot of fun! We learned about the unique regional wine processing at Fontalenoi and had a pleasant wine and food tasting. Then we explored authentic medieval towns of Sienna and San Gimignano. Lori shared her deep knowledge of interesting historical stories. Thank you for making it such a fantastic trip!!
Warren & Carla
Warren Kaeding
Verified Review
June 25, 2024 06 am EST
Laura was an excellent guide ensuring we had all of the information of the area.
Vineyard was an excellent choice. Family run operation, very knowledgeable and professional.
Scenery of the area was breathtaking even in showery weather!
Highly recommend this tour.
Loretta Kilpatrick and Adrian Gurney
Verified Review
June 23, 2024 15 pm EST
A perfect taste of Tuscany!
Laura Altman
Verified Review
June 22, 2024 17 pm EST
This tour was a great taste of Tuscany with visits to two of my favorite medieval towns (Siena and San Gimignano), plus an unforgettable lunch and wine tasting at Fontaleoni! Thanks so much to our guide Anna for a great job - excellent English, fun stories, and lots of good history.
