Tuscany Day Trip: Pisa, Siena, San Gimignano & Wine Tasting

From€52
12 hours
Florence, Italy

About this activity

Experience the best of Tuscany in a single day with visits to Pisa, Siena, and San Gimignano, complemented by a delightful wine tasting in the Chianti region.

Highlights

  • Marvel at Pisa's Leaning Tower
  • Explore Siena's historic center
  • Wander through San Gimignano's medieval streets
  • Enjoy a scenic drive through Chianti vineyards
  • Savor local wines during a guided tasting

Full description

Discover the enchanting landscapes and rich history of Tuscany on this immersive day trip from Florence. Begin with a visit to Pisa, where you'll marvel at the iconic Leaning Tower and the surrounding architectural wonders. Next, explore the medieval streets of Siena, renowned for its stunning cathedral and the historic Piazza del Campo. Continue to San Gimignano, often referred to as the 'Town of Fine Towers,' and wander through its charming alleys lined with ancient stone buildings. Throughout the journey, enjoy a scenic drive through the picturesque Chianti region, famous for its rolling hills and vineyards. The tour includes a guided wine tasting, allowing you to savor the region's renowned Chianti wines. This excursion offers a perfect blend of art, history, and gastronomy, providing an unforgettable Tuscan experience in just one day.

Included / Excluded

  • Guided tour of Pisa, Siena, and San Gimignano
  • Wine tasting in the Chianti region
  • Transportation from Florence in an air-conditioned vehicle
  • Meals and beverages not specified in the itinerary

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • The tour operates in English; ensure you understand the language for a full experience.
  • Confirm the departure time and location in advance to avoid any confusion.
  • Be aware that the itinerary may involve walking on uneven surfaces; consider your comfort and mobility.

Know before you go

  • Wear comfortable walking shoes suitable for cobblestone streets.
  • Bring a camera to capture the stunning landscapes and historic sites.
  • Check the weather forecast and dress accordingly for the day's conditions.

Cancellation policy

Free cancellation up to 1 days before the activity starts

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

Accessibility

  • Stroller Accessible
  • Easy Public Transport
  • Infants Required On Laps

Good to know

  • The order of visits may change.
  • In order to reserve a seat even for children under 4 years of age, it is necessary to select the free rate "children (0-3)" during the purchase phase.
  • Possibility to have a dedicated menu for vegetarians or people with intolerances. We kindly ask you to promptly notify us of any special dietary requirements or intolerances once the purchase the tour by sending an e-mail.
  • Meeting point at Sightseeing Experience Visitor Center inside Train Station Santa Maria Novella
  • Pisa tower: entry is not allowed for children under the age of 8 (completed or to be completed in the current year)
  • No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center
  • Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by ustomers and no refunds will be granted
  • The order of visits may change
  • Transfer Only option includes only bus and assistance on board.
  • Travelers cannot book options with "+ Tower" if they have a child, due to Pisa Tower restrictions that prohibit children under 8 years old from entering.
  • From December 1, 2026, to February 28, 2027. Languages: Min. 2 people (English and Spanish) / Min. 4 people (Portuguese: Monday, Thursday, Saturday) / Min. 4 people (Italian: Sunday)

Traveler reviews

4.6
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Great experience

Many thanks to Barbara and team for a wonderful day exploring the Tuscany region in Italy. She was so polite, friendly and full of energy. Her knowledge was exceptional and she made the day very enjoyable. This tour is a great way to see the most of the area without having to do any organising yourself.

Charbel_AAug 11, 2026VIATOR

A day in Siena, Winery, Pisa

Excellent day on a luxury coach. Siena, lunch and wine tasting at a winery, San Gimignano, Pisa. Intense but many unforgettable discoveries. Thanks to Andrea the guide and Jean Pierre, an excellent bus driver.

Q7270XCphilippebJul 14, 2026TRIPADVISOR

Full day Tuscany -Big bus group

Full day! This is a large group tour and a big bus! We did this in July and the heat did dampen our day. Andrea our tour guide was very efficient and our driver John Pierre was great. Short stops at each place. Lunch at the winery was good. You will do a lot of walking simply from the bus into each town, before you do your own exploring at each stop.

bridgetsH2570EGJul 13, 2026TRIPADVISOR

A Fantastic Tuscany Experience

It was a very hot day, but I really enjoyed it! We visited 3 beautiful spots and had a wonderful wine tasting experience. Special thanks to Julia at the restaurant for sharing information about the different wine varieties. It was also a great opportunity to connect with the rest of the tour group during the lunch and wine tasting. A big thank you to Marina for guiding us throughout the entire day, sharing interesting insights and always being available to provide additional information whenever needed. And many thanks to Massimiliano for getting us there and back safely.

187shushankJul 10, 2026TRIPADVISOR

Long, long day but great guide

Barbara was a wonderful tour guide. Be warned, this is a very long day with half the time spent on the bus. It’s a good way to “check the boxes” of seeing Siena, San Gimingnano and Pisa. But afterwards, me and my sister (both 30 years old) and our mom were absolutely beat. Prepare to get at least 20k steps and spend about an hour at each destination. We wished the tour could have just been to Siena and San Gimingnano. The trip to Pisa was 1hr 40 min there, and an hour 30 min back (nearly 3 hours in the bus to only be there for about an hour- and Pisa left much to be desired apart from getting the tower photo). If we could do it again, we’d pick a tour that focused on one area (like Siena and San Gimingnano). It was just too long of a day.

Katherine_KJul 10, 2026VIATOR

Additional information

The order of visits may change. In order to reserve a seat even for children under 4 years of age, it is necessary to select the free rate "children (0-3)" during the purchase phase. Possibility to have a dedicated menu for vegetarians or people with intolerances. We kindly ask you to promptly notify us of any special dietary requirements or intolerances once the purchase the tour by sending an e-mail. Meeting point at Sightseeing Experience Visitor Center inside Train Station Santa Maria Novella Pisa tower: entry is not allowed for children under the age of 8 (completed or to be completed in the current year) No refunds are given in case of delay at the meeting point at Sightseeing Experience Visitor Center Maximum punctuality is recommended at each meeting points during the excursion. For the success of the tour, no waiting times are expected in case of delays by ustomers and no refunds will be granted The order of visits may change Transfer Only option includes only GT bus and assistance on board. Travelers cannot book options with "+ Tower" if they have a child, due to Pisa Tower restrictions that prohibit children under 8 years old from entering.