Florence Day Trip to Tuscany: Siena, San Gimignano & Winery Lunch
Free CancellationDay Trip
Relax on this Tuscan day trip with a 3-course lunch and 5 wine tastings
4.93
(151)
9h
Max 29 Guests
+6
Planning a day in Tuscany’s countryside can be tricky, with winding roads, remote villages, and countless wineries to choose from. With a 3-course lunch and 5 wine tastings, allow us to take the guesswork out of your Tuscan experience. Start in Florence, drive through Siena’s rolling hills, walk the medieval streets of San Gimignano, and tour a family-run Chianti winery. Along the way, learn the stories behind Chianti’s renowned wines and soak in the charm of Tuscany’s most stunning landscapes.
Meet your tour leader in Florence at Viale Filippo Strozzi 1, and hop aboard your luxury, climate-controlled vehicle. You'll enjoy an entertaining ride from Florence through the most famous food and wine region in Italy, accompanied by a passionate local tour leader and private driver. Tuscany awaits to share its bounty of gorgeous foods and wines, and you'll meet the local people who can show you wine-making techniques passed down through 13 generations. You'll also get to explore the insane...
Select participants and date
Free cancellation up to 24 hours in advance!
Travelers
Passionate English-speaking host
Transportation
Winery tour
Tuscan lunch
Siena
San Gimignano
Wine tasting
Free time
Group size of 29
Tour guide gratuities
Hotel pick up
Wheelchair accessible
Meeting point at Viale Filippo Strozzi
Head to Viale Filippo Strozzi, centrally located in Florence’s city center and the starting point for your Tuscan adventure!
Meet your tour leader
After meeting your friendly tour guide and private driver, you’ll hop into your luxury vehicle for the day and be whisked away in style!
Hills of Tuscany
Take in the sights of idyllic olive groves and picturesque vineyards as you’re driven through the rolling green hills of Tuscany
Siena
Explore the famous Piazza del Campo and pay a visit to the world’s oldest bank as you wander through one of Tuscany’s most enchanting cities
Free time for Cathedral visit
As you enjoy free time to explore Siena on your own, be sure to visit the city’s medieval church, which dates back to 1215!
For Reference Only. Itineraries are subject to change
Meet your guide at Viale Filippo Strozzi 1 in front of the small fortress. A friendly representative will be there holding a sign with our company name on it.
Bring sunscreen in the summertime and a bottle of water. You'll also want comfortable walking shoes to wander the towns and vineyards.
4.93
151 Ratings
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Roopashree Jeevaji
Verified Review
December 22, 2024
Amazing tour !! Francesco was very engaging, friendly and provided a lot of information .
Samantha Osby
Verified Review
December 08, 2024
Lisa Grant
Verified Review
December 05, 2024
Alexandra McCarron
Verified Review
December 03, 2024
Jennifer Gaston
Verified Review
November 19, 2024
Amazing tour
Jennifer Duest
Verified Review
November 12, 2024
Great tour and perfect length of time.
A Wonderful Experience!!!
John Cheeseman
Verified Review
October 13, 2024
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
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
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
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
Alice took us on a lovely trip to Siena, a winery, and San Gimignano
Karam Basra
Verified Review
September 25, 2024
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
Vishal Panchal
Verified Review
August 29, 2024
Jennifer T Zuccaro
Verified Review
August 16, 2024
Tuscany wine tour
Theresa Pflume
Verified Review
August 13, 2024
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
Marianne Lambertson
Verified Review
August 09, 2024
Sandra Luu
Verified Review
August 07, 2024
Alida Baroco
Verified Review
July 28, 2024
Kayla Buerger
Verified Review
July 06, 2024
Steven Castela
Verified Review
July 06, 2024
Alexis Fodran
Verified Review
July 06, 2024
Amazing Wine Tour
Christine Rees
Verified Review
June 26, 2024
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
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.
