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

1843 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 1558 Walks’ customer ratings
Overall rating
4.7 /5
1558 reviews
Rating summary by category
Guide
4.7/5
Guest Support
4.7/5
Latest reviews
Excellent
It was a great day spent seeing great locations in Tuscany. The wine and lunch were fantastic and it was a great experience. Serena was very knowledgeable and kind. She took us to a secret, quiet overlook of Florence on our way out to Tuscany which was my favorite spot. The views were great and we were able to take nice pictures
GetYourGuide customer · GetYourGuide · Jun 15, 2026
Excellent
Money well-spent: driving and parking and drop-offs handled; expert, lively guide with humor (thank you, Francesco!); DELIGHTFUL lunch and winetasting at the vineyard, hosted by the winemaker; walkabouts in truly medieval cities. Tourist crowds in June are unavoidable, but it was very smart to get us to San Gimignano in the morning, before all the buses arrived. Photo ops everywhere - at all stops, some money-shot views of Tuscany! Will not soon forget the lovely winery experience.
Tripadvisor customer · Randall · Jun 13, 2026
Excellent
Une magnifique journée en Toscane! Les visites de San Gimignano et Sienne étaient très agréables. Et que dire du déjeuner au vignoble! Juste Wow! La visite était en anglais et quelle surprise notre guide Christina, nous parlait en français! Merci infiniment Christina, tu as rendu notre journée mémorable!
GetYourGuide customer · Carole · Jun 11, 2026
Excellent
What a fantastic day trip with Lorenzo, he is a great educated, informative professional guide with an excellent sense of humour. From the moment we met in the morning to get dropped off the evening Lorenzo went above and beyond to ensure everybody on the tour were comfortable and were having a great time, he also shared places to visit and dine etc as he is a true local to Florence. We highly recommend this tour with Lorenzo we had one of the best days in our Europe trip.
Tripadvisor customer · Mark · Jun 11, 2026
Excellent
Our guide, Christina, was so incredible. She was very knowledgeable and did a great job providing so much education on the history of Florence, San Giamangno and Sienna. The food and wine at the vineyard so delicious. This tour was the highlight of our trip!
Verified · Michael · USA · Female · Jun 08, 2026

FAQs

Does this tour include lunch?
Yes! Please email us beforehand and let us know if you have any dietary restrictions or food allergies.
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 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.
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 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 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.

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