I Bike Tuscany

Recommended in
Lonely Planet Florence &
Tuscany travel guides
Downhill to San Gimignano


Tuscany on cruise control... this is what this ride is all about. No pedaling, no sweat, just pure FUN as you relax and enjoy the scenery, coasting for miles on a perfect gentle downhill. And the scenery is, of course, spectacular -- the Chianti Classico region with its castles, vineyards and olive groves. Just when you're thinking it can't get much better, it does. At the bottom of the hill the tour continues by van to nearby San Gimignano, UNESCO World Heritage Site and the most famous village in Tuscany. You'll have two hours to explore the beautiful streets of this amazing town, also known as the "Manhattan of Tuscany" due to its fourteen medieval stone towers that make for its dramatic and unusual skyline in the bucolic surrounding. A wine and olive oil tasting will be the perfect cap to this perfect day.

Beginner skill level: Suitable for the occasional or casual cyclist.


€ 145 per person

  • Area: Chianti Classico
  • Nearest city: Siena
  • Tour type: Touring
  • Skill level: Easy
  • Season: April - October
  • Number of participants: 2-7
  • Minimum age: 12
  • Fully guided: yes
  • Support vehicles: yes
  • Transportation to start site: yes


You'll be picked up directly at your hotel (or nearby) in Florence in the morning and then transferred by van to Castellina in Chianti. Visit this wonderful medieval village while we prep your bikes. Start biking on a gentle downhill and enjoy without effort and with all the fun what is all around you. Along the way we will stop at one of our most favorite boutique wineries for a Chianti Classico and olive oil tasting. We then keep riding among vineyards and olive groves with frequent stops for pictures and to take in the spectacular views of the Tuscan countryside. At the bottom of the hill the tour continues by van to San Gimignano fo lunch and a visit of at least 2 hours. Transfer back to your hotel in Florence or close by at the end of the day.


  • Fully guided private or semi-private tour
  • Pick up/drop off at your hotel (or nearby) in Florence
  • Van transfers to/from the tour starting point in the Chianti region
  • High quality 27-speed hybrid bikes
  • Helmets and water bottles
  • English speaking tour leader
  • 1 Chianti Classico wine and olive oil tasting

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.