Tuscany Day Trip: Pisa, Siena, San Gimignano, Chianti

Embark on a Tuscany Discovery Tour and explore the iconic cities of Pisa, Siena, and San Gimignano. Indulge in a traditional Tuscan lunch with wine tasting and discover the rich history and culture of these medieval gems.

Duration: 12 hours
Cancellation: 24 hours
Highlights
  • Piazza dei Miracoli - Begin your Tuscan adventure in Pisa. Upon disembarking from the coach, you’ll arrive at the Field of Miracles, a lush green area highlighted by stunning white structures.
  • Duomo di Pisa - The Duomo di Pisa, officially the Cathedral of Santa Maria Assunta, is a breathtaking medieval cathedral situated in the renowned…
What's Included
  • Earphones provided during Siena Guided Tour to better enjoy your visit
  • Comfortable transport between destinations in a modern, air-conditioned bus
  • Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)
  • An immersive journey led by a Licensed Tour Leader
  • Typical Tuscan Lunch with wine pairing of 4 different wines…
What's Not Included
  • Leaning Tower of Pisa entry
  • Lunch not included for the without Lunch option
  • Hotel pick up and drop off
Additional Information

Spend the day discovering the highlights of the Tuscan countryside on this guided tour, together with its amazing art cities and tasting food & wine. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena.
Your first stop will be Pisa. See the cathedral, baptistery, and, of course, the famous Leaning Tower,…

Location
Piazzale Montelungo
At 07:15 am, at Piazzale Montelungo (Montelungo Square), at the end of the ramp connecting with the train station. An assistant will be waiting for you wearing blue clothing with CAF Tour - Gray Line logos.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(2363 Ratings)
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Shelby_l
Jan 31, 2026
Great Tour - Long but relaxing day. Saw lots of sights over 3 cities. Lunch at winery was awesome.. Learned some interesting things along the way too. Many thanks to Kristiana and Rodolfo!
Review provided by Viator
Gustavobr9871ba
Jan 27, 2026
Amazing. - Amazing experience with the guide Aaron and the driver Mino, professionals in every sense of the word recommend their services and Aaron is multilingual.
Review provided by Tripadvisor
Dennisch3944hu
Jan 27, 2026
Recommend! - Aaron was an excellent guide. GREAT full day trip to get a good taste of 4 wonderful Italian experiences.
Review provided by Tripadvisor
E5143phjordanl
Jan 27, 2026
Great Places, Great Experience - Our tour guide Aron is so funny, and at the same time very professional. The three places are definitely a visit in Tuscany. Will come to visit again for sure.
Review provided by Tripadvisor
38dalilap
Jan 27, 2026
Wonderful - Wondersaaaaa the experience, The Aaron, our guide is very attentive.
Review provided by Tripadvisor
David
Jan 22, 2026
We wanted even more time - A beautiful tour, with amazing destinations. It is long (lasts 12 hours), but rather one wishes there was more time in each place to know more patience and detail...
Review provided by Tripadvisor
Aubury_h
Jan 19, 2026
It was a great trip, I’m... - It was a great trip, I’m a vegetarian and the food was great. We brought our daughter who was 14 months and the tour was great for her.
Review provided by Viator
Elizabeth
Jan 17, 2026
Great day out! - Sandro was knowledgeable, patient with all tourists no matter the age. He had a sense of humour which made the day enjoyable too! The only negative is that we would have liked to have spent less time in Pisa and more time in San Gimignano.
Review provided by Tripadvisor
Alejandro_g
Jan 13, 2026
Excellent trip. - It's a great experience. The very well organized tour is the ideal option to tour part of Tuscany in a day, with visits to the most important places and free time in each for each one to explore at their own pace. Our very prepared guide Sandro, masters several languages and knows perfectly the area, its history, the emblematic places and gave us many recommendations. In short, excellent.
Review provided by Viator
Matthew_t
Jan 9, 2026
Excellent full day tour - The tours of Pisa, Siena and San Gimignano were an absolute blast. Thanks to Steven our driver, and Costa our very well versed tour guide, from beginning to end it was very friendly, fun, informational, well organized and efficient.
Review provided by Viator
From $75
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).