A relaxed 13 km descent from Chianti through Certaldo to the towered hilltown of San Gimignano. Ideal for casual cyclists, the tour pairs easy riding with a village visit and wine tasting.
A relaxed 13 km descent from Chianti through Certaldo to the towered hilltown of San Gimignano. Ideal for casual cyclists, the tour pairs easy riding with a village visit and wine tasting.
Book with Tuscany Bike Tours
Book directly with Tuscany Bike Tours for the best rates and real-time scheduling.
Reserve NowVerified experiences and guided adventures in the surrounding area.
Operated by Tuscany Bike Tours · San Gimignano, Tuscany
You push off on a quiet country lane and the Chianti hills begin to open: cypress-lined ridges slope away, vineyards angle toward the road, and the medieval towers of San Gimignano puncture the skyline ahead.
easy.
8 hours.
Suitable for casual riders and occasional cyclists; you'll be on the saddle for short stretches with frequent stops.
Yes—this soft tour is designed for beginners and occasional cyclists; the route is mostly downhill and support vehicles are available.
Guides commonly speak English and Italian; confirm at booking if you need another language.
Yes—helmets and bicycles are included in the tour price; check frame sizes in advance if you are particularly tall or short.
The itinerary includes a wine and extra-virgin olive oil tasting and time in San Gimignano to purchase local snacks like gelato and pecorino.
San Gimignano grew from Etruscan roots into a wealthy medieval freelance town famous for its tower houses; the skyline reflects civic rivalry from the 12th–14th centuries.
These are working agricultural landscapes—stick to roads and marked paths, take all waste with you, and respect vineyards and private property to minimize impact.
Tuscany Bike Tours operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.



Book with Tuscany Bike Tours
Book directly with Tuscany Bike Tours for the best rates and real-time scheduling.
Reserve Now