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Discover the enchanting cities of Tuscany on a small-group guided tour. Starting at Piazza del Duomo in Florence, explore Siena, taste wine, enjoy local cuisine, and stroll through San Gimignano.
About this activity
- Free cancellation
- Cancel up to 24 hours in advance for a full refund
- Reserve now & pay later
- Keep your travel plans flexible — book your spot and pay nothing today.
- Duration 9 hours
- Check availability to see starting times
- Live tour guide
- Portuguese, Italian, English, Spanish, Chinese
Highlighted reviews from other travelers
The experience couldn’t get any better. Marco is an excellent guide and a person! Highly recommended. I went by myself, but made very good friends along the way 💫 Italy is mesmerizing and do not hesitate to take this tour 🥰🌟 p.s. I would recommend to get lunch at the winery. Grazie
Oh such a lovely day it was and our guide Lyla was very communicative and made the tour very fun. Our driver, Antonio, was also a very sweet person. She explained about the very interesting history of places and the wines too. There was intern from the company who also gave a lot of information about the last stop. Overall, it was great day, relaxed and every minute of the tour was used. The cherry on top was everybody and everything was on time. Highly recommend this tour.
Select participants and date
Itinerary
Starting location:
Regione Toscana - Palazzo Guadagni Strozzi Sacrati
Bus/coach
(110 minutes)
Fortezza Medicea
Walk (15 minutes)
Siena
Photo stop, Visit, Lunch, Guided tour, Free time, Walk, Self-guided tour (85 minutes)
Bus/coach
(30 minutes)
Winery
Visit, Wine, Lunch, Free time, Wine tasting, Shopping, Walk, Food tasting (100 minutes)
Bus/coach
(55 minutes)
San Gimignano
Break time, Visit, Free time, Shopping, Walk, Self-guided tour (80 minutes)
Bus/coach
(1 hour)
Arrive back at:
Regione Toscana - Palazzo Guadagni Strozzi Sacrati
For reference only. Itineraries are subject to change.
Highlights
- Escape the bustle of Florence and explore the beautiful Tuscan countryside
- Visit the medieval town of San Gimignano, home to Vernaccia wine and saffron
- Explore the immaculate town of Siena, world-renowned for its Palio horse race
- Visit a splendid Chianti estate and take part in five exclusive wine tastings
- Savor a traditional Tuscan lunch with cheeses, meats, and Lasagne al Tartufo.
Full description
Next, you'll be able to walk into the scenic Chianti region to visit a traditional winery. Here, you can enjoy an exclusive guided tour of the vineyard and cellars, followed by a tasting of five types of local wines. Paired with artisanal olive oils, including extra virgin, truffle, and spicy pepper, along with a rich Gold Seal balsamic vinegar, to complement your wine experience.
For lunch, indulge in a traditional Tuscan meal that highlights the region’s finest flavors. Start with an array of appetizers featuring Tuscan cheese, cured meats, bruschetta, and a fresh salad. Savor the first course of Lasagne al Tartufo (truffle lasagna) and the comforting Ribollita, a traditional Tuscan vegetable soup. For dessert, enjoy cantucci cookies paired with Ildebrando Vin Santo, a sweet dessert wine that pairs perfectly with the cookies.
After lunch, head to San Gimignano, a stunning medieval town renowned for its unique skyline of towering medieval structures. As you wander through its UNESCO World Heritage-listed historic center, you can shop for handmade goods in local artisan boutiques and take in breathtaking views of the surrounding countryside.
This full-day Tuscany tour offers a perfect combination of culture, history, delicious wine, and traditional Tuscan cuisine. It’s a truly memorable way to experience the best of Tuscany’s natural beauty, wines, and culinary traditions.
Take your free time to stroll through the town on your own and see its beautiful squares, architecture, churches, and side streets.
Includes
- Air-conditioned bus or minivan
- Multilingual guide
- Free time in Siena
- Free time in San Gimignano
- Delicious lunch
- Wine tastings
- Guided visit of a Chianti estate
- Entry to Siena Cathedral
- Entry to Palazzo Comunale
Not suitable for
- Wheelchair users
Meeting point
To get to Duomo Square, in front of "Tuscany Region - Guadagni Strozzi Sacrati Palace". Please look for our assistant holding a panel advertising our tour. Upon arriving, look for our staff member(s) wearing either a green t-shirt or a white shirt with a green foulard with a myTour logo. We suggest to be at the meeting point 15 minutes before the starting time
Open in Google MapsImportant information
What to bring
- Comfortable shoes
- Credit card
- Comfortable clothes
- Cash
Know before you go
- This tour will be conducted in multiple languages at the same time.
- The tour itinerary may change according to the season and unforeseen circumstances but all stops will be visited.
- Customers must be able to climb and descend stairs.
- Please note that the tour in the Portuguese language is available with a minimum of 4 pax, otherwise will be guaranteed in English.
- Please note that the tour in the Chinese language is on request and with a minimum of 4 pax, otherwise it will be guaranteed in English.
- We suggest to be at the meeting point 15 minutes before the starting time.
