Tuscan Wine Tour: San Gimignano, Siena, Chianti

From€139
8 hours
Florence, Italy

About this activity

Experience Tuscany's rich history and flavors on a guided tour of San Gimignano, Siena, and Chianti, including wine tastings and scenic views.

Highlights

  • Explore medieval San Gimignano's towers
  • Discover Siena's historic Piazza del Campo
  • Taste Chianti's renowned wines
  • Visit local Tuscan vineyards
  • Enjoy scenic Tuscan countryside views

Full description

Immerse yourself in the heart of Tuscany with a full-day guided tour from Florence. Wander through the medieval streets of San Gimignano, renowned for its iconic towers and rich history. In Siena, explore the historic Piazza del Campo, home to the famous Palio horse race. The tour also includes visits to local vineyards in the Chianti region, where you'll savor the area's renowned wines amidst picturesque landscapes. Comfortable transportation is provided throughout the day, ensuring a seamless and enjoyable experience.

Included / Excluded

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

Itinerary

1

Break time, Photo stop, Visit, Free time

Duration: 40 minAdmission: NOT_APPLICABLE
2

Next, head to the medieval village of Monteriggioni for some free time to explore, take photos, and enjoy theTuscan hills.

Duration: 30 minAdmission: NOT_APPLICABLE
3

Join a hands-on Tuscan cooking class and enjoy a traditional lunch with the dishes you prepare, made with fresh local ingredients. End your experience with a typical Tuscan dessert and dessert wine.

Duration: 3 hoursAdmission: YES
4

Break time, Photo stop, Visit, Free time, Shopping, Sightseeing, Walk, Sunset

Duration: 1 hourAdmission: NOT_APPLICABLE
5

Break time, Photo stop, Visit, Wine, Guided tour, Free time, Wine tasting, Shopping, Sightseeing, Sunset

Duration: 1h 15mAdmission: NOT_APPLICABLE
6

Visit Certaldo Alto: free time to walk the streets, snap photos, and browse artisan shops, plus a stop at the House of Boccaccio.

Duration: 40 minAdmission: NOT_APPLICABLE
7

Pass by: See the authentic Tuscan countryside

Admission: NOT_APPLICABLE

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • Confirm the tour's departure time and location in advance.
  • Inform the operator of any dietary restrictions or preferences.
  • Be aware that the tour may involve walking on uneven terrain.

Know before you go

  • Wear comfortable walking shoes for cobblestone streets.
  • Bring a camera to capture the scenic landscapes and historic sites.
  • Check the weather forecast and dress accordingly.

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

  • A moderate amount of walking is involved.
  • Operates in all weather conditions, please dress appropriately

Traveler reviews

4.4
770 reviews
5
528
4
127
3
59
2
28
1
28

Caution-small tours may be canceled

Five days prior it was canceled & we we’re put with a large group tour on a bus instead of the small group van tour. It included an additional stop at Pisa, which made it a very, very long day. The winery, Siena and SanGigmamo were lovely, but very short due to Piss which we did not book originally. Would have loved to enjoy the day as we planned, but unfortunately, our tour got canceled.

mary_lOct 24, 2025VIATOR

Pisa, Siena, San Gimignano and wine tasting

Perfect way to see Pisa from Florence. Siena cathedral was impressive, San Gimignano was beautiful and the surprise highlight! Marta, our guide, was lovely, caring, and very informative, and Andreas, our driver, drove safely and got us everywhere on time... Thank you to both of you!

Ash BMay 29, 2025TRIPADVISOR

Cancelled

I called the customer service when I got to the meeting point and no one was there, and they said it was cancelled so wasn't able to go :(

Allison_KMar 25, 2025VIATOR

Lying Lyla

First when we arrived in Siena and went to the church Lyla, our tour guide said instructions but didn’t say what the people in our group called the orange group have to meet up at or when to so 10 people including my family got left in a foreign city. Everyone had to pay for a taxi ride to the place we were supposed to go to eat at. When we told Lyla that she didn’t tell us when or where to meet she said that 2 families did get here from our group and that she did say that information but later one person from our group asked the families how they knew when and were to meet and both families said that they saw the green group leave so they just went with them because they also didn’t know, so she lied to us! Later 1 person was running late and she waited 10 minutes for them but for our group she only waited 5 minutes. So she was more worried about 1 person but not as much for a quarter of her group and she counted to make sure everyone was on the bus which is good but why not with us? The end result was no one got refunded for the taxi ride and we missed the first course for the place we went to eat at but now Lyla the tour guide is a family joke getting the nick name “lying Lyla”. This will be remembered for many years.

Roving59734508371Mar 19, 2025TRIPADVISOR

Amazing experience!

This tour was incredible! We had an amazing time in each city, and the winery was also fun and just a great experience. Marta and Ricardo were the best too. She explained the history of the area and gave us great suggestions for each town, and Ricardo got us to each destination safely. This was the best day of our Italy trip, and you should definitely book it!

Stephanie_CNov 5, 2024VIATOR

Additional information

A moderate amount of walking is involved. Operates in all weather conditions, please dress appropriately Entrance to the Siena Cathedral is not included, clients can enter at their own expenses and depending on Cathedral opening times. Please note that will not available on Sundays or Bank Holidays and during special event opening times can change Please note that the Portuguese and Chinese options require a minimum of 4 pax. Otherwise, the tour will be guaranteed in English.