I Bike Tuscany

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


This excursion is an easier version of the original Florence to Siena ride and more suitable for intermediate cyclists. If you do not bike regularly and are looking for a more relaxed and easy going Wine Country experience with Siena at the finish line, this is definitely your tour.

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 Castellina in Chianti and Fonterutoli. Wine tasting here! Siena is ahead, waiting for you to stroll its ancient streets, visit its remarkable Duomo and perhaps enjoy a gelato in the famous Piazza del Campo. After a perfect day of biking, wine tasting, and sightseeing you'll relax in the van for the return trip to Florence (or surrounding area) where we'll drop you directly at your hotel or close by.

This ride has been published as best one day trip on the Philadelphia Inquirer https://www.inquirer.com/news/siena-florence--20191101.html and Minneapolis Star Tribune http://www.startribune.com/best-day-trip-from-florence-italy-a-bike-trip-to-siena/561468312/.

Intermediate skill level: Suitable for those comfortable biking a terrain of rolling hills.

Highlights: Castellina in Chianti, Fonterutoli.


€ 145 per person

  • Duration: Full day
  • Distance traveled: 13 miles
  • Area: Florence - Siena
  • Nearest city: Siena
  • Tour type: Road touring
  • Bike type: Hybrid
  • Skill level: Intermediate
  • 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 nearby) you'll be transferred by van to the medieval town of Castellina in Chianti, our tour starting point. Visit the town while we prep your bikes to begin your adventure. From Castellina a long, lovely downhill will take you to the hamlet of Fonterutoli where a tasting at the best and oldest winery in the Chianti region is waiting for you. The estate of Fonterutoli has been owned by the same noble family since 1435 and has been passed down through 24 generations. Arrive in Siena in time for lunch and enjoy the afternoon for sightseeing. At day's end, the van will take you back to Florence, directly to your hotel or close by.


  • Fully guided private or semi-private tour
  • Pick up/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
  • Wine tasting

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

Price reduction for parties of 4 or more.

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.