![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/5300948700/la-rocca-2.webp)
San Gimignano Road Loop
A road cycling route starting from San Gimignano
Explore the beautiful countryside surrounding San Gimignano on this scenic road cycling loop.
Map
![Map miniature of "San Gimignano Road Loop" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/san-gimignano/road/98437.webp)
Experience the beauty of the Tuscan countryside on this road cycling loop around San Gimignano. With moderate climbs and captivating landscapes, this route offers a memorable ride through history and nature.
road
83 km
918 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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La RoccaViewpointEnjoy panoramic views from the top of La Rocca, San Gimignano's medieval fortress.
17 km
17 km
San VivaldoHamletPass through San Vivaldo, known as the Jerusalem of Tuscany, and explore its fascinating Franciscan Monastery.
35 km
35 km
Campanile di San PietroViewpointAdmire the panoramic views from the Campanile di San Pietro, a 13th-century bell tower offering breathtaking vistas of the surrounding countryside.
37 km
37 km
La SerraVillageDiscover the picturesque village of La Serra, with its traditional stone buildings and charming narrow streets.
61 km
61 km
CastelfiorentinoTownCycle through the historic town of Castelfiorentino and take in its architectural heritage and medieval atmosphere.
70 km
70 km
CertaldoTownExplore Certaldo, a medieval hilltop town with an impressive castle and enchanting narrow streets.
79 km
79 km
Poggio Muleti183 mPeakConquer Poggio Muleti, a challenging climb that rewards you with magnificent views of the Tuscan landscape.
83 km
83 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:
![Image of Certaldo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/certaldo-3.webp)
![Image of Gambassi Terme](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/gambassi-terme-5.webp)
![Image of Poggibonsi](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/poggibonsi-1.webp)
![Image of Colle di Val d'Elsa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/colle-di-val-d-elsa-4.webp)
![Image of Montaione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montaione-2.webp)
![Image of Tavarnelle Val di Pesa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/tavarnelle-val-di-pesa-5.webp)
![Image of Volterra](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/volterra-4.webp)
![Image of Castelfiorentino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/castelfiorentino-4.webp)