The Classic Chianti Loop
A road cycling route starting from Cavriglia-Monastero
Embark on a picturesque road cycling journey through Chianti
Map
Discover the beauty of Chianti on this classic road cycling loop. Starting in Cavriglia, you'll ride through iconic Tuscan landscapes, charming villages, and rolling vineyards. With a mix of challenging climbs and exhilarating descents, this route offers a memorable cycling experience for riders of all levels. Along the way, you'll have the opportunity to visit Monte Verdi, San Regolo, and Radda in Chianti, each offering unique attractions and scenic viewpoints. Finish your ride in Cavriglia with a sense of accomplishment and a deeper appreciation for the enchanting region of Chianti.
road
93 km
1903 m
Tough
Route profile
Highlights on the route
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Start: Cavriglia Village centerCavriglia-Monastero: Serene rides through captivating Tuscan countryside.
Cavriglia-Monastero is located in the Tuscany region of Italy. This area offers a peaceful and picturesque setting for road and gravel cyclists. Here, you'll find quiet country roads surrounded by vineyards, olive groves, and charming Tuscan villages. The rides are relatively gentle, with the occasional short climb, making it suitable for beginners or cyclists looking for a leisurely experience. Famous cycling climbs like Monte San Savino are accessible from Cavriglia-Monastero, providing more challenging options for seasoned riders. If you're looking for a tranquil cycling destination with scenic landscapes, Cavriglia-Monastero is an excellent choice.0 km
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CavrigliaVillageStart your ride in Cavriglia, a small town surrounded by olive groves and vineyards, known for its excellent olive oil production.
13 km
13 km
Monte Verdi441 mPeakEnjoy spectacular views from the top of Monte Verdi and take a moment to absorb the beauty of the surrounding landscape.
22 km
22 km
San RegoloHamletExplore San Regolo, a historic hamlet with a beautiful church and panoramic viewpoints over the Chianti region.
36 km
36 km
Ponte a BozzoneVillageCross Ponte a Bozzone, a charming medieval bridge, and admire the architectural beauty as you pass over the river.
50 km
50 km
QuercegrossaVillageDiscover the small village of Quercegrossa and its quaint streets lined with traditional Tuscan houses.
57 km
57 km
Punte panoramicoViewpointTake a break at the scenic Punte Panoramico viewpoint and soak in the breathtaking vistas of the undulating Chianti countryside.
66 km
66 km
Poggio Cavallari648 mPeakChallenge yourself with the ascent of Poggio Cavallari and be rewarded with stunning views over the vineyards and olive groves.
73 km
73 km
Radda in ChiantiVillageVisit Radda in Chianti, a charming medieval town known for its well-preserved historical center and excellent local wine.
93 km
93 km
Finish: Cavriglia Village centerCavriglia-Monastero: Serene rides through captivating Tuscan countryside.
Cycling routes nearby:
