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

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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Chianti Classico experience

Amazing!! Daniele and Nino were wonderful hosts and took us to two beautiful wineries in the Chianti Classico region. This was my second time in Florence and I was happy to experience more of the countryside and the group made it easy and fun. It was a perfect half day with wonderful wine and snacks at both stops. It was very interesting to learn what makes Chianti so special and now I know what to look for when I get home. Highly recommend, easy to find and enjoy.

meredithapoeSep 27, 2026TRIPADVISOR

Wonderful Day Trip to Tuscany

Alessia and Alessio were fantastic as guide and driver.

markrY5833POSep 22, 2026TRIPADVISOR

Do not miss out on Chianti

Incredible day trip. Everything about the experience was amazing. Incredible views and wine were the highlight. Our Guide, David, was a wealth of knowledge and our driver, Sergio, expertly navigated the area. We loved everything about our trip.

tylerkP3332MUSep 15, 2026TRIPADVISOR

Fantastic!

Highly recommend this tour. Alessia, our tour guide and Mike, our driver were fantastic. Alessia was incredibly friendly and so knowledgeable of the history of these areas. While in Siena we took the optional tour of the cathedral which was well worth the extra 15 euros each. The lunch and wine tasting at a Tuscan winery was delicious. Free time to roam in San Gimignano was a perfect way to conclude our day. (Mother Nature was great too - about 80 degrees and bright blue skies all day). Simply terrific!

chrisgO5523ELSep 13, 2026TRIPADVISOR

Wine tasting

Terrific afternoon learnt a lot ,had some fun and met some lovely people Not only was the wine we tasted a good variation but the food with it was great

P4742USmarkgSep 2, 2026TRIPADVISOR