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

1772 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 1535 Walks’ customer ratings
Overall rating
4.7 /5
1535 reviews
Rating summary by category
Guide
4.7/5
Guest Support
4.7/5
Latest reviews
Excellent
What a wonderful day in Tuscany. The lunch/wine tasting at the vineyard il Colombaio was fantastic! Our guide, Serena, was very friendly and knowledgeable. She made sure to change vehicles so that each small group had the chance to ask questions about the region. We had time to walk around the towns of San Gimignano and Siena. Both lovely medieval towns! This tour is a must do trip!
Verified · Tracey · USA · Female · Apr 26, 2026
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
This was an amazing experience. Our guide was knowledgeable, friendly and welcoming! We truly enjoyed this experience!
Viator customer · Scott · Apr 22, 2026
Excellent
Serena is knowledgeable and friendly. Great tour guide !!!
Tripadvisor customer · Eric · Apr 20, 2026
Great
Very efficient way to see Sienna and San Gimignano, while still having time for a wine based lunch. Time spent in each of the cities was sufficient - got to walk around, see the key areas, visit a few shops, and then head off to the next location. Lunch was amazing! Great food, good wine, lots of fun. Only disappointment was that the lunch was held at the wineries 2nd location, which was just a house (not a full winery). My family was hoping to see an actual winery and the views shown in the ads. Might be worth calling out that there are multiple locations that may or may not match the photos shown in the ads. Otherwise, great tour and great day.
Viator customer · Albert · Apr 20, 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?
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.

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