The best road cycling routes around Gaiole In Chianti
4.8
(81)
2,003
riders
28
rides
Last updated: October 18, 2025
5.0
(2)
117
riders
1. Panorami del Chianti — Ring Tour
45.4km
02:40
970m
970m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.3
(12)
276
riders
2. Gaiole in Chianti – View on Castagnoli loop from Gaiole in Chianti
56.9km
03:04
940m
940m
Expert road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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4.8
(12)
195
riders
3. Gaiole in Chianti – Radda in Chianti loop from Gaiole in Chianti
29.7km
01:30
500m
500m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(6)
174
riders
4. View on Castagnoli – Monteluco Climb loop from Vagliagli
43.8km
02:26
890m
890m
Intermediate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(4)
137
riders
5. Monteluco Climb – Radda in Chianti loop from Monti
61.2km
03:30
1,320m
1,320m
Expert road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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