Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano
9 hours
Max 14
Why take this tour?
Highlights
- 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.
Book Now
Verified Customer reviews
Verified ratings
4.7 /5
based on 1518 Walks’ customer ratingsOverall rating
4.7 /5
1518 reviewsRating summary by category
Latest reviews
Excellent
A really nice tour and Jessica (our guide) was lovely, providing a lot of historical detail and answering questions along the way. Small group (only 6 in our van) was really the ideal way to see Tuscany. We bought the 'skip the line tickets' (10euro pp) to enter the Siena Cathedral through Jessica but I dont recommend this unless your really love cathedrals and do the homework ahead of time so you will actually understand what you are looking at in this large cathedral (mostly marble floor frescoes). IT will be crowded! The meal at the Poggio amorelli winery was delicious and the wine experience very nice! Giovanni, our driver, kept us safe and got us back quickly despite lots of traffic. Highly recommend if you want a more personalized experience vs the large "bus tours'.
Viator customer · Karen · Oct 13, 2025 Excellent
This was a fun tour. Antonio was knowledgable, fun, and personable. I loved the two towns we went to, and I loved the stop right outside Florence for the views. The wine tasting and tour was also incredible - they made an effort to accommodate me as a vegetarian, which I also appreciate!
Viator customer · Anisha · Oct 13, 2025 Excellent
Excellent!! Thank you!! Amazing scenery!!! Loved everything about it!! Will book again in the future! Enjoyed the history and all the tour guides expertise!
Tripadvisor customer · Susan · Oct 12, 2025 Excellent
Great way to spend the day outside Florence for a day. Quick visit to the towns was a taste of country Tuscany. The lunch was a relaxed experience, best part of the day. Great local food with small wineries wines.
GetYourGuide customer · Australia · Oct 06, 2025 Excellent
Lovely tour with 2 great Italian cities. Wonderful lunch at winery with great food and wine. Guide was excellent and very knowledgeable.
Tripadvisor customer · Amy · Oct 05, 2025
Reviews from our guests
Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano
of Walks customers highly recommend this tour to friends or family Source: Walks Customers' Post-Tour Net Promoter Score Survey
Verified rating
4.7 /5
based on 1518 Walks’ customer ratingsTotal guest reviews
:
1737
guest reviews
Excellent 1398
Great 249
Good 65
Average 17
Poor 8
Latest reviews
Excellent
Great way to spend the day outside Florence for a day. Quick visit to the towns was a taste of country Tuscany. The lunch was a relaxed experience, best part of the day. Great local food with small wineries wines.
GetYourGuide customer · Australia · Oct 06, 2025 Excellent
Lovely tour with 2 great Italian cities. Wonderful lunch at winery with great food and wine. Guide was excellent and very knowledgeable.
Tripadvisor customer · Amy · Oct 05, 2025 Excellent
Our family had a wonderful time on our trip to Sienna, Chianti and San Gimignano. Our tour guide, Jessica, was superb — fun, friendly and extremely knowledgeable. Our lunch was delicious with generous glasses of wine poured. I highly recommend this experience.
Tripadvisor customer · Fran · Sep 26, 2025 Excellent
This was a great tour! They accommodated my dietary restriction and it felt like time flew by in Siena and San Gimianno. Would recommend Jessica again!
Tripadvisor customer · Christian · Sep 26, 2025 Excellent
We had a beautiful day in Tuscany and Anneka was a great guide. It was wonderful being in a small group, having an intimate lunch and wine tasting.
GetYourGuide customer · Jennifer · United States · Sep 24, 2025 Excellent
Very comprehensive and interesting. The lunch and wine experience were delicious and educational. Selection of cities to visit helped helped get a good in””oicture of the history and culture of the region.
Tripadvisor customer · jefe54 · Sep 22, 2025 Excellent
This was an incredible tour. It was a nice taste of Tuscany for a day trip. Jessica our guide and Nicolas the driver were exceptional. Jessica was engaging and interesting and we learned a ton about the region and Italy. The stops in Siena and San Gigmiano were beautiful and the food and wine tasting delicious. Definitely take this tour
Tripadvisor customer · Brady8 · Sep 20, 2025 Excellent
lovely relaxed pace and varied and interesting activities, including a great lunch with lovely wines to taste
GetYourGuide customer · Australia · Sep 18, 2025 Great
Schöner und interessanter Ausflug, tolles Wine Tasting, guter Guide, viele Informationen, eine Flasche Wasser im Auto wäre wünschenswert gewesen.
Tripadvisor customer · Romana · Sep 18, 2025 Excellent
This was a highlight of our trip to Florence. Our guide, Annette, was fantastic and provided great information. Siena and San Gimignano were gorgeous, and the lunch and wine tasting at the small winery were delicious and delightfully intimate.
Tripadvisor customer · RKTectK8 · Sep 17, 2025FAQs
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.
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.
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?
No, but because it's over five hours, we stop in the Parque Güell and give you time to buy a snack.
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.
You Can Also Experience These Similar Tours
Tuscany Day Trip from Rome with Winery Lunch & Medieval Towns
Enjoy a perfect day in Tuscany complete with historic towns, breathtaking landscapes, and world-class food and wine.
599
13 h
18 max
