![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/1784116061/monte-castiglioni-1.webp)
The Ultimate Tuscany Challenge
A road cycling route starting from San Mauro
A thrilling cycling adventure through Tuscany's challenging terrain
Map
![Map miniature of "The Ultimate Tuscany Challenge" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/san-mauro/road/287122.webp)
Get ready to push your limits on this epic cycling route that traverses some of the toughest climbs and descents in Tuscany. Starting near San Mauro, this route is designed for experienced cyclists who enjoy a true challenge. As you conquer steep ascents and race down thrilling descents, you'll be rewarded with awe-inspiring views of Tuscany's diverse landscape. This route showcases the wild beauty of the region, with its rugged mountains, dense forests, and pristine lakes. Immerse yourself in the breathtaking panoramas and immerse yourself in the storied history of Tuscany as you tackle this unforgettable adventure.
road
124 km
2523 m
Savage
Route profile
Highlights on the route
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0 km
Start: San Mauro Village centerSan Mauro: Rolling hills and scenic countryside
San Mauro is a locality in Tuscany, Italy that offers a pleasant cycling experience. The area is known for its rolling hills and scenic countryside, making it a suitable destination for road and gravel cyclists. Cyclists can ride through charming villages, take in the beautiful landscape, and enjoy the peaceful surroundings. San Mauro is also located near famous cycling locations like Florence and Siena, offering additional opportunities for exploration. Overall, it is a great place for cyclists seeking a mix of leisurely rides and exploration of historical sites.36 km
36 km
CapostradaVillageCapostrada is a quaint hilltop village that offers stunning views across the Arno Valley and is famed for its traditional hospitality and warm Tuscan welcome.
46 km
46 km
SammommèVillageSammommè is a picturesque hamlet perched atop a steep hill, where you can take a break and enjoy panoramic views of the surrounding valleys and forests.
51 km
51 km
Poggio Ripa992 mPeakPoggio Ripa is renowned for its challenging ascent, rewarding cyclists with magnificent views of the Tuscan countryside at the summit. Take a moment to capture the beauty of this iconic climb.
60 km
60 km
Il Monte983 mPeakIl Monte is the ultimate test for cyclists, a legendary climb that demands strength, endurance, and determination. Conquer this monumental ascent and be rewarded with unrivaled views across Tuscany.
62 km
62 km
TavianoVillageTaviano will leave you breathless with its breathtaking beauty, remote tranquility, and panoramic vistas over mist-shrouded valleys, vineyards, and hilltop fortresses.
73 km
73 km
LentulaHamletLentula is a hidden gem boasting ancient stone houses, narrow cobbled streets, and stunning views over rolling vineyards and olive groves typical of the Tuscan countryside.
79 km
79 km
Poggio Roncomannaio1098 mPeakPoggio Roncomannaio is a challenging climb surrounded by picturesque landscapes, offering stunning views from the top across the hills and plains of Tuscany's heartland.
95 km
95 km
Monte Castiglioni802 mPeakMonte Castiglioni is a rugged mountain range that provides a thrilling cycling experience with its steep ascents, rocky terrain, and panoramic views over the surrounding valleys and mountains.
99 km
99 km
ChiusoliHamletChiusoli is a tranquil village nestled in the lush countryside, where you'll find winding roads, charming cottages, and postcard-perfect views around every bend.
120 km
120 km
Santa MariaSub-urbSanta Maria is one of the most challenging climbs in Tuscany, attracting elite cyclists from around the world. It offers breathtaking panoramic views and an unparalleled sense of accomplishment.
124 km
124 km
Finish: San Mauro Village centerSan Mauro: Rolling hills and scenic countryside
Cycling routes from San Mauro:
Cycling routes nearby:
![Image of Signa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/signa-5.webp)
![Image of San Donnino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-donnino-4.webp)
![Image of Lastra a Signa](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/lastra-a-signa-3.webp)
![Image of Campi Bisenzio](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/campi-bisenzio-4.webp)
![Image of Comeana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/comeana-4.webp)
![Image of Poggio A Caiano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/poggio-a-caiano-4.webp)
![Image of Scandicci](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/scandicci-5.webp)
![Image of Sesto Fiorentino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/sesto-fiorentino-5.webp)
![Image of Calenzano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/calenzano-3.webp)