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The Tuscan Hills Challenge


A road cycling route starting from San Jacopo al Girone

Conquer the Tuscan hills on this epic road cycling route

Map

Prepare for a challenging adventure through the Tuscan hills on this epic road cycling route. With a distance of 124 kilometers and an ascent of 3143 meters, this route is recommended for experienced cyclists seeking a true test of endurance. Highlights along the route include the charming town of Compiobbi, where you can witness traditional Tuscan architecture and enjoy local cuisine. Other highlights include the historic Montefiesole, the scenic Poggio Albergo Nuovo, and the picturesque Pagliaccio. As you continue your journey, you'll encounter the enchanting Secchieta, the mesmerizing Leccio, and the stunning Poggio Verrucolo. The Tuscan Hills Challenge is a legendary cycling experience that will push your limits and reward you with breathtaking views.

road
124 km
3143 m
Savage
Route profile

Highlights on the route

Start: San Jacopo al Girone Village center
San Jacopo al Girone: Cycling through the scenic Tuscan countryside
San Jacopo al Girone is a small town located in the region of Toscana, Italy. From a cyclist's perspective, the locality offers a picturesque landscape with rolling hills and charming countryside roads. The roads in this area are well-maintained and suitable for both road and gravel cyclists. Cyclists can explore the beautiful countryside of Tuscany, passing through vineyards, olive groves, and small villages along the way. Although there are no famous cycling-related spots or well-known climbs directly in San Jacopo al Girone, the region offers nearby routes such as the Chianti Loop and Monte Serra for more demanding climbs and scenic rides. Overall, San Jacopo al Girone provides a delightful cycling experience amidst the stunning Tuscan scenery.
CompiobbiVillage
Compiobbi - a picturesque town with traditional architecture and local delicacies
Montefiesole500 mPeak
Montefiesole - a historic town with panoramic views
Poggio Albergo Nuovo914 mPeak
Poggio Albergo Nuovo - a scenic spot nestled in the Tuscan hills
il Pagliaccio885 mPeak
Il Pagliaccio - a photogenic location with stunning vistas
PagliericcioHamlet
Pagliericcio - a picturesque village surrounded by nature
Secchieta1450 mViewpoint
Secchieta - an enchanting spot with breathtaking scenery
LeccioHamlet
Leccio - a mesmerizing location with panoramic views
Poggio Verrucolo404 mPeak
Poggio Verrucolo - a tranquil spot with stunning views
Nave a RovezzanoHamlet
Nave a Rovezzano - a historic treasure with cultural significance
Finish: San Jacopo al Girone Village center
San Jacopo al Girone: Cycling through the scenic Tuscan countryside

Cycling routes nearby:

Image of Compiobbi
Compiobbi

Tour the beautiful villages of Toscana from the base of Compiobbi.

Image of Bagno a Ripoli
Bagno a Ripoli

Nature and Cycling in Bagno a Ripoli

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Ponte a Ema

Cycling paradise in scenic Tuscany.

Image of Antella
Antella

Relax and immerse yourself in the beauty of Antella's countryside.

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Fiesole

Explore the scenic landscapes of Fiesole on two wheels

Image of Caldine
Caldine

Cycling paradise with famous Strade Bianche and breathtaking climbs.

Image of Pontassieve
Pontassieve

Cycling Paradise in Pontassieve

Image of Florence
Florence

Cycling Heaven in Florence: Legendary Climbs and Scenic Routes

Image of San Francesco
San Francesco

Cycle through the serene countryside of San Francesco.