It was beautiful. Chiara, our guide, was very kind. She told us a lot about history, simple but interesting facts. The b...
Maria Jose
Set off on a fabulous day trip from Florence and discover Siena, Tuscany’s medieval town, visit Monteriggioni with its fascinating landscape, followed by San Gimignano, famous for its white wine, and then go on a wine tasting in the Chianti region.
San Gimignano, Siena & Chianti Day Trip
On the day of the activity, we'll depart from Florence to visit some of the most beautiful towns in Tuscany. Let's get started!
On this excursion, we'll have the opportunity to visit Monteriggioni, one of the most characteristic villages of the region, with its walls and defensive towers almost intact.
In Siena, we'll enjoy a guided tour. Famous for its numerous monuments of Gothic architecture, this medieval town founded by the two sons of Remus condenses the typical charm of Tuscany. We'll discover it by admiring the façade of the Palazzo Pubblico, the Piazza del Duomo and the exterior of the cathedral.
After the 1-hour guided tour of Siena, you'll have time for lunch and continue exploring Siena on your own. Another town we'll visit on this tour is San Gimignano, a small walled town of medieval origin.
We'll stop for approximately one hour and 15 minutes so that you can discover why San Gimignano is known as the “Town of Fine Towers” and was declared a UNESCO World Heritage Site in 1990. The 14 perfectly preserved medieval towers are the symbol of the ancient power of its inhabitants, as wealthy families competed to have the tallest tower.
The tour then continues around the Chianti region, an area full of vineyards and wineries, producing wine of the same name. The landscapes of Chianti are the most characteristic of Tuscany. In this beautiful location, we'll make a stop in a well-known local vineyard for a tasting of some local produce, charcuterie, oils, and of course the local wine!
The tour will come to an end in Florence after between 10.5 and 11 hours as we return to the departure point.
Options
When you make your booking you can choose between the following options for your excursion to San Gimignano, Siena and Chianti:
- Tour with a guide in Siena: you'll have a guided tour of the city and also taste some wine and typical products of the area, the most complete option!
- Tour without a guide in Siena: ideal for those who don't want to have a guide in Siena and for those who want to enjoy more free time. This tour also includes a tasting.
Details
Free cancellation
Free cancellation up to 24 hours before the activity starts. Any cancellations after this or no-shows on the day will not be refunded.
Meeting point
Piazzale Montelungo
Reviews of our customers
Reviews of our customers
- May 9, 2026
Anónimo
EspañaRoberta was very attentive at all times, providing us with plenty of information about each site during the journeys. The time allotted at each locati...
As a coupleIs this useful? - July 10, 2026
Karmel Gutierrez Pujana
Bilbao, EspañaWell organized. I recommend skipping the guided tour in Siena and the lunch to have more free time to explore. The double-decker bus broke down—things...
As a coupleIs this useful? - August 3, 2026
Maria Jose Prospitti
Mendoza, ArgentinaIt was beautiful. Chiara, our guide, was very kind. She told us a lot about history, simple but interesting facts. The bus was comfortable, with air c...
They traveled aloneIs this useful? - August 1, 2026
María José
Salamanca, EspañaA very comprehensive and interesting tour of some Tuscan villages. I would only change the order of the winery visit, as 3 pm, after lunch, isn't a go...
As a coupleIs this useful? - August 1, 2026
Anónimo
EspañaI loved the tour; it was very comprehensive, and the guide was very friendly, providing explanations throughout. The stop at the Chianti winery was sp...
With friendsIs this useful? - July 30, 2026
David
Madrid, EspañaEverything was fantastic for the price. I loved Matteo, our guide in Siena. Valentin, the driver, was in excellent hands, and Roberto was a great lead...
Is this useful? - July 24, 2026
José Manuel
Valencia, EspañaOur guide Anastasia was attentive to the group at all times and offered all sorts of useful information to make the tour more interesting. Our driver ...
As a coupleIs this useful? - July 24, 2026
Maria Jesus Fuentes Martinez
Barcelona, EspañaA fantastic day out! The excursion is comprehensive, well-organized, and fun. It's a great option for travelers spending a few days in Florence who do...
As a coupleIs this useful? - July 24, 2026
Bosco
EspañaExcellent organization for the excursion to Siena, San Gimignano, and the Chianti region. Our driver, Patroclo, was outstanding, and Anastasia, our gu...
As a coupleIs this useful? - June 29, 2026
Anónimo
EspañaOur guide Deisy and driver Mario were top professionals! Great job! The only thing I would change—and it won't be easy to plan and adjust schedules—is...
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