I Bike Tuscany

Recommended in
Lonely Planet Florence &
Tuscany travel guides
Florence to Siena


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??

Advanced skill level: Suitable for those who bike regularly and are comfortable cycling a hilly terrain with some longer and more challenging climbs.

Highlights: San Donato in Poggio, Castellina in Chianti.


€ 150 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: 2-8
  • Minimum age: 16
  • Fully guided: yes
  • Support vehicles: yes
  • Transportation to start site: yes


From your hotel in Florence (or nearby) you'll be transfered by van to the village of San Donato in Poggio, the tour starting point in the heart of Chianti Classico. From there a gradual scenic climb will take you to the medieval town of Castellina in Chianti where we will stop for a visit. We then continue along a gentle panoramic road passing by the medieval village of Fonterutoli. 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 tour totally van supported
  • Pickup/drop off at your hotel (or nearby) in Florence
  • Transfers to/from the tour starting point in the Chianti
  • High quality 27 speed hybrid bikes
  • Helmets and water bottles
  • English speaking tour leader

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

If you stay outside Florence we will be happy to pick you up/drop you off directly at your location. Please send us an email for further details and personalized arrangements.


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