San Gimignano and Siena Day Trip: Explore Tuscan Villages With a Chianti Wine Tasting

Embark on a full-day tour to San Gimignano and Siena, exploring the charming Tuscan villages and indulging in a Chianti wine tasting. Discover the medieval beauty of San Gimignano, immerse yourself in the traditions of Siena, and enjoy a delicious lunch at a Chianti winery.

Duration: 11 hours
Cancellation: 24 hours
Highlights
  • San Gimignano - Your memorable journey starts with the charming San Gimignano, world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2…
What's Included
  • Siena Cathedral interior Guided Visit including entrance fee (if option selected)
  • Licensed Tour Leader with live commentary on board
  • Monolingual Visit in Siena (April to October)
  • 3 course set-menu typical Tuscan lunch in a Chianti Winery
  • Transport by G.T. air-conditioned coach
  • Local guide in Siena (if option selected)
  • Tasting of three different Chianti Wines, extra virgin olive oil & “vin santo”
What's Not Included
  • Our Shared Round Transport option does NOT include: Siena Guided Visit, Cathedral admission
  • From November to March, the itinerary does not include the stop at Monteriggioni
Additional Information

Discover the timeless allure of Tuscany on an immersive full-day journey! Step into the enchanting past of San Gimignano, often dubbed the “Manhattan of the Middle Ages” for its towering skyline. Traverse its cobblestone streets, steeped in history, and soak in the panoramic views of this captivating Tuscan hill village.
Next, delve into the cultural…

Location
Piazzale Montelungo
Check in time: 07:45am - 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
4.4
(3586 Ratings)
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Victor
Oct 5, 2024
A must do! - This is an extremely impressive medieval stone walled city. It’s huge and a must see. Yes, there is a lot of tourist shops, but it’s still amazing and you have to visit here for a few hours if your are in this area of Tuscany! VictorB
Review provided by Tripadvisor
Suzan
Oct 5, 2024
A very enjoyable day in the Tuscan countryside - This was a very well organised tour from start to finish. I also loved the fact that we had ample time time to explore each town by ourselves.
Review provided by Tripadvisor
Paolinar615
Oct 5, 2024
A lovely trip around Tuscany - The trip around the Tuscany region that Enrico, Marta and Luciano took us on, was amazing! Everything went as planned, the tour leaders were exceptionally nice making sure that the information reached every person by translating everything in english and spanish and trying their best to keep track of everyone. The tour itself offered an amazing taste of the local Tuscan culture and cuisine and the towns visited truly make you feel like you just transported in a different time. We went as four people and were very pleased with the experience thank you for everything :))
Review provided by Tripadvisor
Ginokoh
Oct 5, 2024
Highlights of Tuscany - The tour is well timed with more than adequate time to enjoy your time at each spots without feeling rushed. Our guides Marta, Luchano and driver made sure it was a pleasant and worthwhile experience.
Review provided by Tripadvisor
Laurettejcz
Oct 5, 2024
Wonderful experience ! - Thanks you Marta, Luciano and Enrico (sorry if your names are misspelled) for this amazing tour. Don't hesitate to Book with them, they are super nice and pro !👍❤️
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Travel656851
Oct 5, 2024
Must see! - Martha and the others were fabulous! We had a great time and got to do so much in one day! Definitely recommended and would do it again!
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Tinevilla
Oct 5, 2024
Awesome tour - The tour was awesome! We had a wonderful time in San Gimignano, Monteriggione, and Siena. Lunch was delicious. Our tour leaders, Marta and Luciano, with our driver Enrico, were fantastic. I would definitely recommend this tour.
Review provided by Tripadvisor
Jayso8065vq
Oct 5, 2024
Great tour! Def recommend - Great tour! Awesome experience of the three Tuscan tours and Luchiano and Enrico and Martha especially were fantastic tour leaders. Plenty of time everywhere and smooth travel. Lunch and Winery were def the highlight of this experience.
Review provided by Tripadvisor
Dianaj958
Oct 5, 2024
The appetizer of the Tuscan Region - Marta Luciano and Enrica were wonderful hosts. They kept the mood light hearted and very enjoyable. They shared with us their knowledge and their English and Spanish was impeccable
Review provided by Tripadvisor
Jaime100108
Oct 5, 2024
Great day trip - The tour leaders had a big job managing so many people, but they handled it great and catered to both English and Spanish speakers. San Gimignano was amazing and the winery was really cute and yummy. Less impressed with Siena, but the trip overall was well worth it.
Review provided by Tripadvisor
From $83
up to 8 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).