From San Gimignano to Greve in Chianti
A road cycling route starting from San Gimignano
A challenging road ride with stunning views from San Gimignano to Greve in Chianti.
Map
This road cycling route starts in San Gimignano and takes you on a challenging ride through the rolling hills of Tuscany. With an ascent of 2168 meters and a distance of 99 kilometers, this ride is a test of endurance and offers breathtaking views along the way. Highlights include Torre Grossa, the tallest tower in San Gimignano, and Monte Petri, a peak with panoramic views of the surrounding countryside. As you pedal through Tavarnelle Val di Pesa and Greve in Chianti, you'll pass by vineyards and olive groves, giving you a true taste of the Italian countryside. Lamole, a charming hilltop village, and Santa Maria a Grignano, a hamlet with medieval ruins, are also worth exploring along the route.
road
99 km
2168 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 GrossaAttractionDon't miss Torre Grossa, the tallest tower in San Gimignano, and enjoy the panoramic views from the top.
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La RoccaViewpointVisit La Rocca, a medieval fortress that offers a fascinating glimpse into the history of San Gimignano.
19 km
19 km
Monte Petri339 mPeakClimb Monte Petri and be rewarded with sweeping views of the Tuscan countryside.
22 km
22 km
Tavarnelle Val di PesaVillagePass through Tavarnelle Val di Pesa, a charming town known for its artisanal products and wine.
36 km
36 km
Monte Fili553 mPeakStop by Monte Fili, a hilltop that offers stunning views of the surrounding vineyards.
39 km
39 km
Greve in ChiantiTownVisit Greve in Chianti, the heart of the Chianti wine region, and explore its charming streets and wine shops.
48 km
48 km
LamoleHamletDiscover Lamole, a hilltop village that offers beautiful views of vineyards and olive groves.
58 km
58 km
Poggio della Cipressa543 mPeakReach Poggio della Cipressa and take in the stunning vistas from this panoramic overlook.
66 km
66 km
Santa Maria a GrignanoHamletPass through Santa Maria a Grignano, a hamlet with medieval ruins and a sense of history.
71 km
71 km
Poggio Amorelli611 mPeakPedal up Poggio Amorelli and experience the thrill of conquering a challenging climb.
87 km
87 km
Poggio Imperiale199 mPeakDon't miss the opportunity to visit Poggio Imperiale, a hilltop with panoramic views of the surrounding countryside.
87 km
87 km
PoggibonsiTownExplore the town of Poggibonsi, known for its historic center and charming streets.
99 km
99 km
San GimignanoAttractionReturn to the beautiful town of San Gimignano and admire its medieval towers before ending your ride.
99 km
99 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:
