Tuscany Day Trip From Florence With Chianti, San Gimignano and Siena
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.
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Verified Customer reviews
Verified ratings
4.7 /5
based on 1557 Walks’ customer ratingsOverall rating
4.7 /5
1557 reviewsRating summary by category
Latest reviews
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 Excellent
We had a wonderful day with Christina as our guide and Marco as our driver. Christina has a wonderful personality and is full of information. <br /><br />We toured a bit of Florence, then onto San Gimignano, followed by lunch in the Chianti region of Tuscany. After a very good lunch, with wine, vinegar and olive oil tasting we headed to Sienna which is a beautiful place to visit!<br /><br />We enjoyed our day.
Tripadvisor customer · 411Ellen · Jun 06, 2026 Excellent
Had the most amazing tour thanks to our guide Francesca. She was incredibly kind, informative, personable, and funny. I learned so much about each location we visited all the while still having my own free time to explore. The views were breathtaking! Francesca gave great recommendations for me while I continue my journey as a study abroad student in Florence. Our group was smaller/more intimate which made it easy to connect with one another. I’m walking away from this experience feeling inspired by Italian culture, history, and architecture. Ultimately, I feel a little closer to this community and not just a visitor here.
Tripadvisor customer · Cecilia · Jun 06, 2026 Excellent
Wonderful way to tour San Gimignano & Siena! Transportation was perfect with small group on van and loved being dropped off right next to all the historic sights. Our guide Mara was so kind and enthusiastic about sharing Italy with us. Her knowledge about the food and wine served to us at the winery was perfect! We loved that the winery tour was small and only our tour group there.
Tripadvisor customer · CTF56003 · Jun 06, 2026 Great
The main reason we booked the this tour was to visit San Gimignano to see amazing views and Chianti wine tasting and luncheon at Poggio Amorelli winery. We tasted 5 different wines (Chianti Classico D.O.C.G. and Chianti Classico Riserva D.O.C.G. Included) that were paired with various food items, first press cold press EVOO and Truffle EVOO) and 12 and 20 yr old balsamic vinegars of Modena. All were excellent including the pasta lunch. Our tour guide Anna was very pleasant and professional. The only reason I gave the tour 4 stars is because our family of 7 thought it was too long and we all agreed that the 2 hr stop in Siena could be cut from the tour making the day a lot more pleasant, yet still happily complete.
Viator customer · Kathy · Jun 05, 2026FAQs
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.
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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