Tuscany Day Trip From Florence With Chianti, San Gimignano and Siena

1766 reviews

9 hours

Max 14

Why take this tour?

Highlights

  • Sit back and relax! Your two experts—a professional driver and tour leader—have all the logistics handled for a perfect day in Italy.
  • Enjoy a farm-to-table lunch and Italian wine pairings at a family-run vineyard in Chianti.
  • Spend free time in two of Italy’s most picturesque towns, Siena and San Gimignano.
  • Travel aboard an air-conditioned minibus with a small group of no more than 14 people—a much more relaxing experience than the big bus tours.
  • Sites Visited
  • Piazzale Michelangelo
  • Tuscany Region
  • San Gimignano
  • Chianti farmhouse & vineyard
  • Siena
  • Siena Cathedral (exterior)
  • Tour Includes
  • Gourmet lunch and wine tasting in Chianti
  • Air-conditioned private transport
  • Free time in San Gimignano & Siena
  • Designated professional driver
  • Expert English-speaking tour leader

Discover the best of Tuscany—Siena, San Gimignano & the Chianti wine region—on a perfectly planned day trip from Florence.

Book Now

Verified Customer reviews

Verified ratings
4.7 /5
based on 1534 Walks’ customer ratings
Overall rating
4.7 /5
1534 reviews
Rating summary by category
Guide
4.7/5
Guest Support
4.7/5
Latest reviews
Excellent
This tour was outstanding! One of the best days of our entire trip. Our tour guide, Francesco, was exceptional. The food, wine, tour and hospitality at the winery was excellent, and the amount of time we spent in San Gimignano and Siena was long enough to get a feel for these towns. I highly recommend this tour to everyone!!
Verified · Janet · USA · Female · Apr 22, 2026
Excellent
Everything was perfect the guide, the driver, and the overall experience. We truly enjoyed every moment of this excursion. Thank you so much for your professionalism and kindness. We will definitely use your services again in the future!
Verified · Maud · Belgium · Female · Apr 19, 2026
Excellent
We really enjoyed this tour: the trip to our destinations was animated with the lively explanations from our guide Chiara, who was very friendly, knowledgeable and helpful. San Gimignano was beautiful, the wines and the food at the winery were excellent and the visit at Siena was amazing. We also had plenty of time to explore both cities on our own. In all, I highly recommend this tour.
Tripadvisor customer · Rosa · Apr 19, 2026
Excellent
Starting with views of Florence from the surrounding hills, to the roaming squares and narrow cobbled roads of historic towns, to outstanding food and wine shared with delightful hosts. This one was special.
Tripadvisor customer · jamesdFresno · Apr 18, 2026
Excellent
Merci pour cette journée inoubliable! Merci aussi a Christina et a notre chauffeur Marco,<br />Nous avons découvert une partie de cette magnifique région grace a vous. Merci pour tout<br />Sandra et Maud
Tripadvisor customer · Maud · Apr 18, 2026

FAQs

Can I take this tour if I use a wheelchair?
Unfortunately, our vehicles cannot accommodate wheelchairs and some of the sights, like the farm, are not wheelchair accessible.
Does this tour accommodate vegetarians & people with food allergies?
Yes, but please contact our customer service team after you book ([email protected]) so that your guide will be aware on the day of the tour. Also, not all of the tastings on the tour can be substituted for others, but we will do our very best to make sure that you always have something to eat.
Is this tour wheelchair accessible?
No. Unfortunately, due to site restrictions we cannot accommodate wheelchairs on this tour. Guests should be prepared for a moderate level of physical activity, including standing for extended periods and climbing stairs, which may not be suitable for travelers with certain health conditions or mobility limitations.
Does this tour include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.
What if the weather is bad (rain, snow, hail, etc.) on the day of my tour?
Our tours run rain or shine so please dress for the elements. We also ask you to please remember hats and sunscreen if you are taking this tour in the summer as it might be very hot.
Can I bring my child's stroller on this tour?
Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
Does this tour go inside the Cathedral of Siena?
Tickets for inside the Cathedral are not included on this tour, however you will receive an introduction to the cathedral from outside. Your guide can assist in buying tickets if you wish to go inside the cathedral.

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