Siena & Chianti Tour: Expert-Led Tuscany Day Tour from Florence

Siena and Chianti Tour, Medieval Charm & Wine Delights

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Embark on a journey of discovery with our exclusive Siena and Chianti tour from Florence, where the enchanting city of Siena and the picturesque Chianti region await to unfold their stories. This tour is an exquisite blend of culture, history, and gastronomy, designed to offer an immersive experience in the heart of Tuscany.
Begin your adventure with a Siena tour from Florence, where the medieval charm of Siena captivates from the first step. As part of our Siena private tours, you'll explore this historic city, renowned for its stunning architecture and rich cultural heritage. Wander through the ancient streets on a Siena walking tour or choose a guided tour of Siena to delve deeper into the city's fascinating past, led by an expert private tourist guide of Siena.
Experience the exclusivity of our private tours from Florence to Siena, ensuring a personalized journey tailored to your interests.
As the tour progresses, you'll transition from the architectural marvels of Siena to the natural splendor of the Chianti region. Here, our Chianti wine tours provide an authentic taste of Tuscany, with visits to renowned winery for wine tasting in Chianti. Explore Greve in Chianti region and savor the best of Tuscan wines, enhancing your understanding and appreciation of this famed wine region.
The journey through Chianti isn't just about wine; it's a cultural experience, with stops in picturesque towns like Panzano or Greve, perfect for a leisurely gelato. Our tours to Siena from Florence are more than just sightseeing; they are an exploration of the soul of Tuscany, blending the historic allure of Siena with the vinous charms of Chianti.


Availability: All year round, rain or shine.

Duration: 8 hours. (with possibility to extend it)

Traveling time: Approximately 3 hours in total.

Area: Siena and the Chianti region.



  • Luxury air-conditioned vehicle.
  • Fluent English-speaking driver.
  • Visits to Siena and a selected Chianti winery.
  • Stroll in a charming Tuscan village.
  • Pickup and drop-off in Florence or its immediate surroundings.
  • All local taxes, gasoline, driver's meal.



  • Lunch with typical Tuscan food paired with Chianti wines.
  • Admission fees where required.
  • Optional guided walking tour of Siena (highly recommended on request).


Typical Schedule:

9:00 AM: Departure from accommodation in Florence.

Visit Siena, followed by a scenic journey through the Chianti hills.

Lunch at a Chianti winery with wine tasting.

A relaxing stroll in a village like Panzano or Greve for gelato.

Return to Florence around 5:00 PM.



Pick-up at locations outside of Florence is available.

Personalization of the itinerary is possible, including arranging for a local certified guide in Siena.

Contact us for a personalized program and quotation.



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