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

1755 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 1529 Walks’ customer ratings
Overall rating
4.7 /5
1529 reviews
Rating summary by category
Guide
4.7/5
Guest Support
4.7/5
Latest reviews
Excellent
We had a small group and Lorenzo was an engaging, personable and knowledgeable guide. The winery lunch was fantastic. The smaller vehicle was able to take us right into the towns. This tour was worth the extra cost.
Verified · Gail · USA · Female · Apr 12, 2026
Excellent
Lorenzo is a wonderful guide! So energetic, kind and helpful!
Verified · Margot · Canada · Female · Apr 12, 2026
Excellent
Outstanding day with Lorenzo! So much fun, knowledgeable, entertaining and kind. The best!
Tripadvisor customer · Margot · Apr 11, 2026
Excellent
Great tour. Marco our guide was great and made the tour for us. Loved the places we went to, the meal and talk we had at the vineyard was excellent. Driver was also wonderful. Highly recommend this tour. Great weather also helped.
Verified · Lori · Canada · Female · Apr 10, 2026
Excellent
Great overall tour and the guide, Sandra, was extremely knowledgeable and passionate about the experience. Only slight draw back was the ear pieces to hear the guide. They sit over the ear and if theres any surrounding noise, it makes it VERY hard to catch all the information. Most of our group had similar views on the ear pieces. The winery visited was exceptional. Food, wine and the host were the highlight of the tour
Verified · Troy · Australia · Male · Apr 09, 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 include lunch?
No, but because it's over five hours, we stop in the Parque Güell and give you time to buy a snack.
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.
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.

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