From Florence: Tuscany Day Trip to Siena & San Gimignano


Who This Trip Suits
Two Tuscan towns rather than three, with more time in each: Siena and San Gimignano by coach from Florence through the Chianti hills, with about 1 hour 50 minutes in Siena and two hours in San Gimignano. City Wonders runs it from Piazzale Montelungo in about nine hours, and it is rated 4.6 from 833 reviews.
In Siena you have time for Piazza del Campo and the outside of the Duomo, or a quick visit inside if you buy a ticket at the door; entrance fees are not included. In San Gimignano there is time for the towers, the shops and the gelato. You choose the level when you book: transport only with free time, a tour leader with a Tuscan wine tasting, or an audio guide for Siena’s centre.
Guests this October found it well organised with enough time in both towns, and one summed it up as “definitely worth booking if you want a couple of hours seeing both places”. One noted the toilet on the coach was out of order that day.
Practical points from the listing: the coach has Wi-Fi, USB ports and water; it cannot take wheelchairs, strollers or large bags; and there is a fair amount of walking on hills.
The price is from US$55 a person (checked October 2026), with free cancellation up to 24 hours before. For the cathedral in the price, see the day trip comparison.
About This Experience
Leave the bustle of Florence behind and immerse yourself in the charm of Tuscany’s rolling hills.
Highlights
- Visit two of Tuscany’s most famous hill towns in one unforgettable day
- Explore Siena’s Piazza del Campo, Duomo, and charming local cafés.
- Discover San Gimignano’s towers, shops, and world-famous gelato.
- Travel through Chianti’s rolling hills on a scenic, comfortable drive.
- Private Coach provided with Wi-Fi, USB charger, and water
What's Included
- ✓ Free time in Siena & San Gimignano
- ✓ Scenic Chianti countryside
- ✓ Round-trip transport in an air-conditioned coach with Wi-Fi and USB ports
- ✓ Expert English-speaking tour leader (if option selected)
- ✓ Premium wine tastings, including Brunello di Montalcino (if option selected)
- ✓ Audio guide in Siena (if option selected)
Not Included
- Entrance to attractions
- Food and drinks
- Hotel pickup and drop-off
- Tips
Good to Know
- This tour involves a fair amount of walking; comfortable shoes are recommended.
- Photography is permitted throughout the tour.

