Radda in Chianti Loop Bike Tour
Discover the castles and vineyards of Chianti on this one day bike tour. Starting near Siena, the ride loops into the lush valleys and rolling hills surrounding Radda in Chianti, following scenic roads that locals call the via dei castelli.
What to Expect
This ride offers a perfect blend of scenery, history, and cycling challenge.
- Begin outside the walls of Siena, pedaling into Chianti’s green valleys
- Ride winding country roads lined with forests and vineyards
- Reach Radda in Chianti, a medieval hill town known for its wine and views
- Follow the via dei castelli, passing San Polo, Ama, and Lecchi with their historic castles and wineries
- Distance: ≈48 km / 30 mi
- Terrain: Gently rolling to rolling hills
- Full van support and expert local guidance
What’s Included
The Cost Includes
- Bike rental (hybrid, gravel, road, or e-bike)
- Helmet and equipment
- Experienced guide
- Van service for transfers and support
- Cold water available throughout the ride
- Meals
- Wine tastings (can be arranged on request)
Customize This Tour
The departure point is flexible depending on your accommodation. If you’re staying farther away, we can design a custom one day itinerary tailored to your group’s needs.
Ready to Ride?
Ride into the heart of Chianti on this one day loop tour to Radda, where vineyards, castles, and rolling landscapes define Tuscany’s beauty. If you have any questions about this trip before you book, feel free to email us or send a quick message on WhatsApp.
Solo riders or groups of 1 or 2 — contact us for a custom quotation.
