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 the Tuscany adventure in Pisa. Upon disembarking from the coach, visitors arrive at the Field of Miracles, a lush green area highlighted by the brilliant white structures.
  • Duomo di Pisa - The Duomo di Pisa, officially the Cathedral of Santa Maria Assunta, is a splendid 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
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
4.7
(2217 Ratings)
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Elizabeth_e
Nov 11, 2025
Fabulous tour! Fabulous day! - What a fun day! We saw so much and learned a great deal. He made sure he got his to Pisa early so that we could beat the crowds, and that was a very good thing. The wine tasting and food were phenomenal. Every step was interesting, informative, and exactly the right amount of time. I would highly recommend this tour to anyone who wants to see everything and is short on time. It was worth every penny.
Review provided by Viator
563atanasi
Nov 7, 2025
A magical day in Tuscany - A magical day in Tuscany 1038071225 This was a fantastic day spent in the Tuscan valley - it is huge and magical... The winery we visited was incredible - I don't remember the name, but if you are in the company of Konstantin - our guide and our bus driver - they will take you there - they were incredible - 10 out of 10. Atanas and Hristina Iliev.
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Odejacquem
Nov 3, 2025
Nice day but not enough time to visit or stroll - Very nice day. Pisa: nothing special except the tower but the church, the baptistery and the cemetery form a rather amazing tour. Siena: very beautiful city but not enough time San Gimignanno: beautiful village but also not enough time to visit or shop Chianti meal: very good. not enough pasta at the meal and very good wines but overpriced!
Review provided by Tripadvisor
Kim_m
Nov 3, 2025
A Story to Tell - The tour is definitely a story I will be telling for years. The tour guides were great and so was the driver. What we saw of the towns was awesome! The cathedral tour was great and it was so beautiful!
Review provided by Viator
Susanmn619es
Nov 2, 2025
Great time! - Bus driver Jovany was an excellent driver! Guide Alexandra was so very nice. She explained everything so well. We enjoyed the tour. The food and wine was excellent!!
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Arturofu1783wd
Nov 2, 2025
Good tour - Alessandra guide and Giovanni our driver were excellent! Very coordinated and friendly. The overall experience gives a great glimpse into Tuscany. Maybe I would remove San Gimignano for the amount of time and tiredness.
Review provided by Tripadvisor
Michael_p
Oct 29, 2025
Pisa was not an overrated... - Pisa was not an overrated experience prior to what we've heard before. A tour like this is perfect for these locations. San Gimignano was nice, but the highlight for sure was the winery and lunch. Siena was also beautiful, but once your done you will be tired, so prepare for a full day!
Review provided by Viator
Danielarr6601lr
Nov 2, 2025
Praise - Our guide Alessandra was wonderful, only missed to get to the last destination during the day, because we did not see almost anything for being at night.
Review provided by Tripadvisor
Neal_b
Nov 2, 2025
Great experience - Very early start in the morning but very easy to locate meeting point. We had Fed as our tour guide and he was fantastic. Very organised and explained everything what was happening. Spoke in English and Spanish which was great. Gave us plenty of free time. Thank you for a great experience.
Review provided by Viator
Mary_r
Nov 6, 2025
I signed up for English... - I signed up for English speaking but the tour was combined with Spanish speakers. I find people on the bus are rude (talking)while the tour guide speaks the other language. I think because the guide needs to speak in two languages, they cut short the information given. Also 50 people is too many for a tour that contains a lot of walking. Speaking of that, we spent about 20 minutes each way in each stop walking from to/from parking to tour beginning. That’s 2 hrs wasted! Tour guides need to speak slower while speaking in other languages.
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).