Tours / Chianti To San Gimignano Bike Tour

Chianti To San Gimignano Bike Tour Chianti To San Gimignano Bike Tour Chianti To San Gimignano Bike Tour Chianti To San Gimignano Bike Tour Chianti To San Gimignano Bike Tour

If you like cycling and admiring beautiful landscapes we will take you from the most famous wine area in Tuscany to the fantastic hilltop town known as the “Manhattan of the middle ages”. You will ride between vineyards and olive groves with beautiful views of the rolling Tuscan hills. Plenty of breathtaking photo stops will allow you to take in the incredible historic villages. When you think it’s all over, the best part is still to come: a 45-minute stroll in the famous 14 towered town - a UNESCO world heritage site. At the end of the tour a wine tasting will complete the best day of your vacation in Italy.


  • Terrain: Mixed terrain.

  • Distance: 30km (18,6 miles)

  • Total Elevation: 400m (1300ft)

  • Duration: 8 hours

  • Skill level: Intermediate/ Advance

  • Number of participants: 2-7

  • Support vehicle: yes


  • Depart from Florence at 9am (meeting time is 8:30am at our office).

  • Transfer to the starting point in the countryside.

  • Gear up to bike on the Tuscan rolling hills: bike orientation and safety briefing.

  • Enjoy winding roads and ancient villages.

  • 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 end of the scenic ride the tour continues by van to San Gimignano.

  • You’ll have 45 minutes to freely enjoy the town and have lunch (not included in the price).

  • After, we will stop for a delicious wine and extra virgin olive oil tasting.

  • Return to Florence for a 5pm drop off.



  • € 145 per person
If you want to meet us at our starting point (in the countryside) rather then in Florence, please email us or leave a note in the comments section when you booked and we will forward on details of time and directions


  • Small group bike tour.
  • Van transfers to/from the tour starting point in the Chianti region.

  • High quality 27-speed hybrid bikes.

  • Helmets.

  • English speaking tour guides.

  • Wine and extra virgin olive oil tasting.


Not included

  • Lunch.

  • Gratuities.

  • We care about the environment, therefore we recommend bringing your own water bottle in order to reduce the amount of plastic. If you don’t have one, we will provide a Tuscany Bike Tour water bottle.


Tours Requirements
In order to ride with us you must be able to tick ALL the following.
  • I can ride a bike confidently.
  • I am physically fit and healthy.
  • I am competent on main roads.
Cancellation Policy
  • A cancellation received more than 72 hours (3 days) prior to the tour is fully refundable (a 3.2% plus €0.39 per ticket transaction fee will be withheld).
  • A cancellation received within 72 hours of a clients scheduled tour date or a no-show will incur full cost of the tour booked.
Terms and Conditions