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

1477 reviews

9 hours

Max 14

Why take this tour?


  • Sit back and relax! Your two experts—a professional driver and local guide—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.
  • Take walking tours of 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
  • Siena
  • Siena Cathedral (exterior)
  • Chianti farmhouse & vineyard
  • San Gimignano
  • Tour Includes
  • Gourmet lunch and wine tasting in Chianti
  • Air-conditioned private transport
  • Expertly guided walking tour of San Gimignano
  • Expertly guided walking tour of Siena
  • Designated professional driver
  • Expert English-speaking guide

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

Book Now

Total Customer Reviews: 1477

Verified Ratings
4.7 /5
based on 1452 Walks’ customer ratings
Rating summary by category
Guest Support
Latest reviews
This was a great tour and the Winery that we had out tasting at was amazing!
Verified · Erin · Mar 21, 2024 · USA · Female · 45 to 54 years
100% recommend! Our guide was so welcoming and enjoyable to be around. Booking a day trip with Walks made everything so seamless and allowed us to enjoy our experience even more. Don't hesitate to book!
Verified · Brittani · Jan 26, 2024 · USA · Female · 25 to 34 years
The driver and the tour guide are absolutely amazing thank you to our tour guide helena. The winery was really nice clean and beautiful. The family who owned it were all there to greet you and serve you food n wine. We went and toured 2 small incredible towns. Our guide was incredibly knowledgeable as well as so sweet and kind. She got to know us all and find out what we wanted to see and do and acomidated us all. Value - worth the cost plus more. You won't be disappointed i promise.
Verified · John · Jan 09, 2024 · USA · Male · 65 to 74 years
Stephanie was excellent! Tour was perfect in terms of amount of time spent in each place, visit and lunch to family owned winery was excellent!
Verified · Angela · Oct 24, 2023 · USA · Female · 45 to 54 years
The tour was excellent! Interesting places. Special thanks to the driver! He was so calm and told us some interesting details while driving. Thank you!
Verified · Helena · Oct 20, 2023 · Finland · Female · 55 to 64 years

Meeting Point

Meeting Point Map ⟶

Meeting Point

We meet by the Carousel in Piazza della Repubblica. Piazza della Repubblica is one of the main squares in the historical centre of Florence. In the middle of the square you will see a Carousel. We meet just by the Carousel, next to the ticket booth. Your guide will be holding a green Walks sign. 

Please meet 15 minutes prior to the tour start time.


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.
Is this tour wheelchair accessible?
No. Unfortunately, due to site restrictions we cannot accommodate wheelchairs on this tour. If you use a wheelchair and book this tour by accident, we are happy to offer you credit for a future tour that is wheelchair accessible anywhere in the world, or a full refund.
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.
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 include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.
Can I take this tour if I use a wheelchair?
Unfortunately, our vehicles cannot accomodate wheelchairs and some of the sights, like the farm, farm, are not wheelchair accessible.
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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