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Road cycling routes
Italy
Tuscany
Arezzo

Riserva naturale del Sasso di Simone

Routes
Road cycling routes
Italy
Tuscany
Arezzo

Riserva naturale del Sasso di Simone

The best road cycling routes around Riserva naturale del Sasso di Simone

4.7

(44)

1,550

riders

49

rides

Road cycling around Riserva naturale del Sasso di Simone offers diverse terrain at the crossroads of Tuscany, Marche, and Emilia Romagna. The region is characterized by unique geological formations, including the flat-topped limestone boulders of Sasso Simone and Simoncello, alongside rolling green hills and extensive forests. A network of provincial roads provides access to challenging ascents and scenic routes, suitable for various skill levels. Panoramic views, on clear days, can extend to the sea from higher elevations.

Best road cycling…

Last updated: June 29, 2026

4.7

(3)

83

riders

#1.

Cippo di Carpegna Climb

15.3km

01:13

610m

610m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Tips from the Community

Magic Harry
September 22, 2025, View of Guaita Fortress, San Marino

Location as already described.

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Start for the climp

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There is also a water source for drinking and filling water bottles.

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No comments needed, it has to be done... It is worth it for what it represents and also because it is quiet, without traffic.

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A beautifully created “sculpture” pays tribute to Marco Pantani on the land where he prepared.

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Everything is reminiscent of Marco Pantani

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Mount Fumaiolo is the highest peak in the Cesena Apennines and reaches 1,407 meters high. Its name seems to derive either from the fact that its summit is perpetually wrapped in a blanket of fog or clouds, or that it is a contraction of "Flumaiolo", given that on its slopes there are the sources of the Tiber, the Savio and numerous other streams.

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Filippo
November 8, 2023, Belforte all'Isauro

beautiful town, I recommend the climb that leads to Sant'Angelo in Vado

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Frequently Asked Questions

How many road cycling routes are available in Riserva naturale del Sasso di Simone?

There are over 40 road cycling routes in Riserva naturale del Sasso di Simone, offering diverse terrain for various skill levels. The komoot community has explored these routes over 1,200 times.

What kind of terrain can I expect on road cycling routes in Riserva naturale del Sasso di Simone?

The region offers a mix of challenging ascents and scenic rides. You'll encounter rolling green hills, extensive forests, and provincial roads that wind through the unique geological formations of Sasso Simone and Simoncello. Many routes feature mostly paved surfaces, especially on climbs like the loop to Monte Carpegna.

Are there challenging road cycling routes in Riserva naturale del Sasso di Simone?

Yes, the area is well-known for its challenging routes. Approximately 25 routes are rated as difficult. For instance, the Passo Cantoniera di Carpegna – Rocca di Monte Cerignone loop from Passo Cantoniera is a difficult 57.7-mile path with significant elevation gain, offering extensive vistas across the protected area.

Are there any easier road cycling options for beginners or families?

While many routes are challenging, there are options suitable for easier rides, with about 4 routes rated as easy and 16 as moderate. These routes often lead through rolling green hills and mixed forests, providing a less strenuous experience. For example, the Belforte all'Isauro – Edicola Lucarini loop from Sestino is a moderate 19.5-mile trail.

What are some notable natural landmarks or viewpoints along the road cycling routes?

The park's namesake, the colossal, flat-topped limestone boulders of Sasso Simone and Monte Simoncello, provide dramatic backdrops. From the 1,200-meter-tall Sasso di Simone cliff, you can enjoy spectacular panoramic views that can extend all the way to the sea on clear days. The Sella dei Sassi also offers great views.

What historical sites can I see while road cycling in the region?

The region is rich in history. You can explore charming hamlets like Carpegna, Pennabilli, and Pietrarubbia. A significant historical site is the fortress-village of Sasso, built by Cosimo I de' Medici in the 16th century, with its Ruins of Sasso Simone Fortress still visible.

What do other road cyclists say about the routes in Riserva naturale del Sasso di Simone?

The road cycling routes in Riserva naturale del Sasso di Simone are highly rated by the komoot community, with an average score of 4.4 stars from over 30 reviews. Cyclists often praise the diverse terrain, stunning vistas, and the unique natural and historical features of the area.

Are there any circular road cycling routes in the area?

Yes, many routes are designed as loops, allowing you to start and end in the same location. An example is the View of Alta Val Marecchia – Passo Cantoniera di Carpegna loop from Carpegna, a difficult 40 km route.

What is the best time of year to go road cycling in Riserva naturale del Sasso di Simone?

The region's landscape, with its extensive forests of turkey oak and mixed forests of hazelnut and maple, offers vibrant autumn colors, making it a beautiful time to visit. Spring also brings upland meadows adorned with orchids, crocuses, and buttercups.

Where can I find rest stops or picnic areas along the routes?

Throughout the park, you'll find equipped areas for rest and recreation, such as the Parco delle Querce and Prato della Cantoniera. There's also a dedicated Picnic Area with Tables and Barbecue available.

Are there routes that include the famous Cippo di Carpegna climb?

Yes, the challenging Cippo di Carpegna Climb is a popular route, known for its significant ascent and mostly paved surfaces. It's a moderate 9.5-mile trail that takes about 1 hour 13 minutes to complete.

What kind of wildlife might I encounter while cycling?

The park is home to diverse wildlife. You might spot wolves, foxes, deer, skunks, and various birds of prey like hawks, owls, and woodpeckers, especially in the quieter, forested sections of the routes.

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