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

1591 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.

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Total Customer Reviews: 1591

Verified Ratings
4.7 /5
based on 1566 Walks’ customer ratings
Rating summary by category
Guest Support
Latest reviews
Elana was great!! Locations were great,
Verified · Phillip · May 28, 2024 · USA · Male · 55 to 64 years
We picked a Walks tour because we heard you are paired with local guides. This was our experience with Eriza who is from Siena. Our day long trip was the perfect amount of touring in Siena and San Gimignano free time, one Chianti winery run by a small family with a fabulous fresh cooked lunch. The small group of 8 people was awesome and really allowed for a special experience for our first trip to the Tuscany region. Can't wait to come back and take another tour with Walks!
Verified · Carylin · Apr 29, 2024 · USA · Female · 55 to 64 years
Great tour, thank you Nebo. Very appreciated the beautiful cities and views together with very nice food and interesting wine tasting in an authentic Tuscan spot.
Verified · Lucia · Apr 23, 2024 · USA · Female · 65 to 74 years
One of the best tours we have done in Italy. Our tour guide, Matt, spoke excellent English, was charming and extremely knowledgeable. The lunch and wine tasting was of a high standard. Transport in luxury vans was very comfortable. Highly recommend this tour.
Verified · Susan · Apr 18, 2024 · Australia · Female · 55 to 64 years
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


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.
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.
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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