Chianti Classic
A road cycling route starting from San Gimignano
A scenic road ride through the heart of Chianti region.
Map
The Chianti Classic route takes you through the stunning countryside of Tuscany's Chianti region. With a total distance of 95 km and an ascent of 1960 meters, this road cycling route offers challenging climbs and breathtaking vistas. Starting near San Gimignano, you'll ride through charming Tuscan towns such as Tavarnelle Val di Pesa, Greve in Chianti, and San Donato in Poggio, each with its own unique character. Highlights along the route include Torre Grossa, the tallest tower in San Gimignano, and Poggio ai Cieli, a beautiful hilltop with panoramic views.
road
95 km
1960 m
Tough
Route profile
Highlights on the route
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Start: San Gimignano Village centerSan Gimignano: Italian Cycling Haven
San Gimignano, located in Toscana, Italy, is a cyclist's dream destination. With its rolling hills and picturesque landscapes, San Gimignano offers a variety of routes for road and gravel cyclists to explore. The region is known for its vineyards and olive groves, making for a beautiful backdrop during rides. Cyclists can enjoy the challenge of climbing the nearby Passo di Montecucco or take a leisurely ride through the countryside, stopping to sample local wines along the way. San Gimignano is a must-visit destination for cyclists looking for both challenging climbs and stunning scenery.0 km
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Torre GrossaAttractionVisit Torre Grossa, the tallest tower in San Gimignano, and enjoy the stunning views of the medieval town.
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La RoccaViewpointExplore La Rocca, a fortified fortress in San Gimignano that offers a glimpse into the town's rich history.
8 km
8 km
Poggio ai Cieli143 mPeakReach Poggio ai Cieli, a hilltop with panoramic views of the surrounding vineyards and olive groves.
25 km
25 km
Tavarnelle Val di PesaVillagePass through Tavarnelle Val di Pesa, a charming Tuscan town known for its wine production.
49 km
49 km
Greve in ChiantiTownVisit Greve in Chianti, the gateway to the Chianti region, and taste some of the best wines in Tuscany.
57 km
57 km
Poggio delle Lame503 mPeakExperience the peacefulness of Poggio delle Lame, a secluded hill surrounded by nature.
70 km
70 km
San Donato in PoggioVillageExplore San Donato in Poggio, a picturesque village with narrow streets and medieval charm.
78 km
78 km
PanerettaCastleStop at Paneretta, a winery nestled in the hills of Chianti, and taste their award-winning wines.
89 km
89 km
Poggio Oriolo145 mPeakReach Poggio Oriolo, a hilltop that offers panoramic views of the Tuscan countryside.
95 km
95 km
Finish: San Gimignano Village centerSan Gimignano: Italian Cycling Haven
Cycling routes from San Gimignano:
San Gimignano Road Loop Chianti Gravel Adventure Monteriggioni Loop Chianti Classic From San Gimignano to Greve in Chianti San Gimignano Scenic Route Historical Gravel Ride San Gimignano Gravel Loop Off-Road Adventure Gravel Escape Gravel Tour through San Gimignano Countryside Road Cycling Adventure around San Gimignano
Cycling routes nearby:
