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If during your stay in Florence you plan to visit beautiful Siena (a UNESCO World Heritage Site thought by many to be the best-preserved medieval city in Europe), there is simply no better - or more scenic - way to get there! This tour has it all, combining biking, history and sightseeing.

You'll spin through the hills of the Chianti countryside (at your own pace, and yes, van supported!) along some of the most idyllic cypress and olive tree-lined roads in Tuscany. Visit the quaint medieval towns of San Donato and Castellina in Chianti.

Siena is ahead, waiting for you to stroll in the afternoon its ancient streets, visit its remarkable Duomo and perhaps enjoy a gelato in the famous Piazza del Campo. No need to conserve energy. You'll relax in the van for the return trip to Florence (or surrounding area) where we'll drop you directly at your hotel.

Could there be a more perfect day??

Highlights: San Donato in Poggio, Castellina in Chianti.


Price: 145 euros per person

  • Duration: Full day
  • Distance traveled: 20 miles
  • Area: Florence - Siena
  • Nearest city: Siena
  • Tour type: Road touring
  • Bike type: Hybrid
  • Skill level: Advanced
  • Season: Year round
  • Number of participants: 2-7
  • Minimum age: 14
  • Fully guided: yes
  • Support vehicles: yes
  • Transportation to start site: yes


From your hotel in Florence (or surrounding area) you'll be transfered by van to San Donato in Poggio, our tour starting point. From there a gradual hill will take you to the medieval town of Castellina in Chianti. Arrive in Siena in the early afternoon and take your time for sightseeing and lunch. At day's end, the van will take you back to Florence, directly to your hotel.


  • Fully guided private or semi-private tour
  • Pick up/drop off at your hotel (or close by) in Florence
  • Transfers to/from the tour starting point in the Chianti
  • High quality 24 speed hybrid bikes
  • Helmets and water bottles

  • Space allowing, this can also be a one-way tour with baggage transfer to or from Siena as you ride.


Please send us an email if you need more info. We will reply within 48 hours.