5.0(50 reviews)
Siena & Chianti Wine Tour from Florence
From€389.43
8 hours
Florence, Italy
About this activity
Experience the charm of Siena and the flavors of Chianti on this private day trip from Florence, featuring guided tours and wine tastings.
Highlights
- Explore Siena's historic center
- Visit the iconic Piazza del Campo
- Tour a traditional Chianti vineyard
- Enjoy a scenic drive through Tuscan countryside
- Taste renowned Chianti wines
Full description
Discover the rich history of Siena and indulge in the renowned wines of the Chianti region on this exclusive day trip from Florence. Your journey begins with a comfortable drive through the picturesque Tuscan countryside, leading you to Siena's historic center. Wander through its medieval streets, visit the iconic Piazza del Campo, and admire the stunning Siena Cathedral. In the afternoon, visit a traditional Chianti vineyard, where you'll learn about the winemaking process and savor a selection of local wines. This personalized tour offers a perfect blend of culture, history, and gastronomy, ensuring a memorable experience in the heart of Tuscany.
Included / Excluded
- Private transportation from Florence
- Guided tour of Siena's historic center
- Wine tasting at a Chianti vineyard
- Meals not specified in the itinerary
Itinerary
1
After having met your driver at your accommodation in Florence, during the 45 minutes drive to reach Greve in Chianti, (the most famous village of the Chianti Classico countryside), he will explain all the details of your day, to be sure the schedule fits your needs. Once in Greve in Chianti, the birthplace of the famous Tuscan explorer Giovanni da Verrazzano, the Tuscan who discovered the New York Harbor, admire the Piazza Matteotti, a gently sloping square which is the hub of life in Greve; visit the many local shops and wine stores, including the famous butcher shop Falorni, or the Enoteca Le Cantine (one of the biggest wine shop in Tuscany)
Duration: 45 minAdmission: NOT_APPLICABLE
2
Pass by: After the visit of Greve in Chianti depart for a 30 minutes drive through one of the most beautiful wine road in Italy, full of rolling hills, huge vineyards and olive trees, typical of the Chianti Classico area.
Admission: NOT_APPLICABLE
3
Pass by: On the way to the winery admire the charming Tuscan hilltop village of Panzano in Chianti, located exactly halfway between Florence and Siena, with the curch of Santa Maria Assunta and the imposing Tower of the Castle.
Admission: NOT_APPLICABLE
4
Your experience at the winery will start with an introduction about the history of the estate, followed by the visit of the old wine cellars with the explanations about the wine making process, and all the secrets to produce the Chianti red wine and the Tuscan olive oil, famous all over the world. After the visit, take a seat and taste different wines (Chianti Classico, Riserva, Super Tuscans, etc.) and the olive oil, one of the most important ingredients of the italian cooking. In case Fattoria Montecchio is not available, you will visit another wine estate in the same area.
Duration: 1 hourAdmission: YES
5
Pass by: For food lovers, just 5 minutes away from the wineries, there is a family owned restaurant called La Locanda di Pietracupa, where you can taste one of the best and most genuine food of Tuscany, paired with a great selection of local wines. This is just an option in case you like to have a lunch at a restaurant; obviously being lunch at your own expenses, you are free to decide where to go, or skip the restaurant and eat something faster in Siena.
Admission: NOT_APPLICABLE
6
In Siena your driver will bring you directly in Piazza del Duomo, and will drop you off right in front of the magnificent Cathedral with its bell tower; after the visit of the square, where you can also admire the Santa Maria della Scala museum and the Palazzo Arcivescovile, with an easy 5 minutes walking you will reach one of the most famous squares in Italy, Piazza del Campo, a brick-paved square where the famous Palio horserace (the most important event of Siena) is held, twice a year. Here you can also see the imposing Town Hall with its Mangia Tower, the Cappella di Piazza, the Gaia Fountain, and all the beautiful palaces surrounding the square.
Duration: 2 hoursAdmission: NOT_APPLICABLE
7
Conclude your experience with a relaxing one hour drive back to your accommodation in Florence, after a day full of memories about the real essence of Tuscany
Duration: 1 hourAdmission: NOT_APPLICABLE
Important information
Know before you book
- This tour is private and can be customized to your preferences.
- Wine tasting is included; please inform the guide of any dietary restrictions in advance.
- The tour operates rain or shine; cancellations due to weather are rare.
Know before you go
- Wear comfortable walking shoes for exploring Siena's cobblestone streets.
- Bring a camera to capture the scenic 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
- Infant Seats Available
Traveler reviews
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Great fun and informative
RAF and Tony were great fun and informative. We were well looked after on the coach and they were always willing to help out with photos etc. one of our more enjoyable trips.
anth0rinMay 24, 2026TRIPADVISOR
Wonderful experience with Lorenso and Francesco from Prestige Tours
Had a wonderful day with lorenso and Francesco from Prestige Tours. Lorenso was friendly, knowledgeable and veeey thoughtful. Would definitely do another tour with them in future. Highly recommended!!!
410meeteshsMay 7, 2026TRIPADVISOR
Wonderful Experience, Tasting at Mensanello, Tuscany
Alex Cessio was great and the overall experience was wonderful. I went on this trip with my wife, and Alex was very knowledgeable, giving us a tour before the tour in Florence. We ended up at Mensanello and it was a wonderful tasting experience. Finally, Alex drove each of us into Florence and made sure each of us from the small group got safely back to our hotels while sharing more information about the city like favorite stores and restaurants. Everything exceeded expectations.
ryanbO6928HAApr 29, 2026TRIPADVISOR
Great knowledge and safe driving. Excellent wine tasting and scenery. Thanks guys.
Daniele and Sergio provide a friendly world class experience! We highly recommend this trip.
M4292HSjamesmApr 11, 2026TRIPADVISOR
Incredible experience with amazing wine and atmosphere. Leo is the best.
Leo was a really wonderful guide! I would go out of my way to get him as a guide again.
Passenger33151162982Mar 21, 2026TRIPADVISOR