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
We'll depart from Piazzale Montelungo in Florence in the direction of Monteriggioni, one of the most characteristic towns in the area, with beautifully preserved walls and defensive towers.
The day tour continues with a guided tour of Siena, only a 30-minute drive away. Follow your tour guide through the narrow streets and learn all about the town’s impressive history. Famous for its numerous Gothic masterpieces, the town is packed with remarkable artworks by Michelangelo and Donatello, which you'll discover exploring the Piazza del Campo, the impressive Palazzo Pubblico and the cathedral.
After the guided tour, you'll have some free time to explore Siena and have lunch at your own leisure.
Then we'll move on to San Gimignano, known as the “Town of Fine Towers”, for one hour and 15 minutes and find out why it was declared a UNESCO World Heritage site in 1990. The town is renowned for its tower houses, which were built by the wealthy families of San Gimignano as a sign of their power and affluence. You’ll have free time to visit the city and its 14-still standing towers.
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.
Before heading back to Florence, 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 at 7:30 pm in Piazzale Montelungo, next to the Santa Maria Novella train station.
Self-Guided Day Trip
You can also book a self-guided day trip if you'd prefer to visit Siena without a guide. This option is perfect for those who would rather have some more free time and save a bit of money. Please also note that this option does not include the tasting experiences either.
|Adults||Children 4-12 years old||Children under 4|
|Full Day Trip||
|Self Guided Day Trip||
Full Day Trip
Children 4-12 years oldUS$ 32.50
Children under 4Free
Self Guided Day Trip
Children 4-12 years oldUS$ 27.10
Children under 4Free
* The price varies based on the chosen date
10 hours 30 minutes.
The activity takes place with a guide that speaks in English and other languages.
Transportation by bus or minibus
English speaking host
Guided tour of Siena (depending on selection)
Winery visit with wine tasting and sampling of typical products (depending on selection).
Ice cream tasting
San Gimignano and Monteriggioni guided tour
When to book?
You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.
Type of voucher
Electronic. Show the voucher on your phone.
Not wheelchair accessible.
All services published on Civitatis are carried out in accordance with our Sustainability Code.
No printing of documentation required.
Frequently asked questions
Q - Can the order of the itinerary vary?
A - Yes, the order of the visits may be changed for technical reasons. Sometimes the visit to the winery takes place in the morning.
Q - How much free time will we have in Siena?
A - Approximately two hours in the case of booking the full tour, and two and a half hours in the case of a tour.
Q - How to book?
A - To reserve the activity, choose the date and complete the form on this page. You will receive your confirmation immediately.
Q - Is a minimum number of participants required?
A - This activity requires a minimum of 2 participants. Should this number not be reached, we'll get in touch with you to offer alternatives.
If you have any other questions please contact us .