About This Tour
Get a personalized tour of Montalcino, San Gimignano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy different regional varieties, at your own discretion: Brunello, Supertuscan and Chianti Classico with a dedicated driver guide exploring the towns of Castellina in Chianti and the squares of Montalcino and San Gimignano, then pop into a local winery to learn about the local Sangiovese grapes and sip some Brunello and Chianti Classico. Visit San Gimignano, the City of the Vernaccia Wine and the Manhattan of the Middle Ages, entering the town is like going back in History and finally taste world champion Gelato. There will be a wine tasting and round-trip private air-conditioned minivan transportation from a meeting point near the Florence train station included. .
Photo Gallery

Chianti Classico

Chianti area

San Gimignano



TopTours Insights
Ancient Wine Cities: Montalcino, San Gimignano and Chianti
This 10-hour tour takes you through Tuscany's iconic wine regions, Montalcino and Chianti, with a stop in the medieval town of San Gimignano. You'll experience picturesque landscapes and sample local wines and olive oils.
Calculating tour characteristics...
What's Included
What's Not Included
Additional Information
Meeting Point
In front of Burger King
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
✓ Free cancellation due to bad weather
Tour Operator
Tuscansafari Srl
Official supplier for this experience. Bookings are handled directly through Viator with verified partners.
Viator Certified
Trusted local operator
Guest Reviews Preview
See what other travelers are saying about this experience.
Frequently Asked Questions
Common questions about Ancient Wine Cities: Montalcino, San Gimignano and Chianti
Who operates this experience?
This experience is operated by Tuscansafari Srl, a local sightseeing provider.
What's included?
This tour includes Wine Tastings and The guide also acts as a driver. All inclusions are provided by the tour operator.
How long is this tour?
The experience lasts approximately 10 hours, giving you time to fully enjoy your chosen activity.
Can I cancel this tour?
Yes, you can cancel up to 24 hours before the scheduled departure time for a full refund. If weather conditions are unsafe, the tour may be canceled by the operator. In such cases, you'll be offered a refund or reschedule.
What should I bring?
We recommend bringing comfortable walking shoes, a camera, and weather-appropriate clothing. All necessary equipment is provided.
Will I receive instant confirmation?
Yes, you'll receive instant confirmation when you book.
What to expect on this tour?
This sightseeing experience lasts approximately 10 hours and includes all necessary equipment and guidance. You'll have access to Wine Tastings and more.
Ready to Go?
Book Ancient Wine Cities: Montalcino, San Gimignano and Chianti
Secure your spot instantly through Viator and receive flexible cancellation options plus verified customer support.
Trusted partner • Instant confirmation
