4.8
(19)
985
riders
57
rides
Road cycling routes around Alpe della Luna - Bocca Trabaria traverse the northern Apennine Mountains, offering diverse landscapes and challenging ascents. The region is characterized by mountainous terrain, dense forests, and valleys, with many roads featuring well-paved surfaces suitable for road bikes. Cyclists can expect significant elevation changes, including passes like Bocca Trabaria at 1,049 meters, and consistent climbs. The area's geology primarily consists of marlstone and sandstone deposits, contributing to its unique formations.
Last updated: June 2, 2026
5.0
(1)
19
riders
70.1km
03:59
1,590m
1,590m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
18
riders
34.2km
01:27
130m
130m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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63
riders
110km
05:16
1,390m
1,390m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
36
riders
40.1km
01:44
260m
260m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
34
riders
65.8km
03:01
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Dominated by the imposing Torre del Cassero, this medieval village offers one of the most spectacular views of the Valdichiana and the Val di Chio below. A stop in the Piazza del Municipio allows you to admire the elegant Vasari Loggias, a true natural terrace that frames the Tuscan landscape in a timeless atmosphere.
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The parish church, dedicated to Saints Cosmas and Damian, Eastern physicians, martyrs under Diocletian, stands along the road leading to the sanctuary of the same name. The current building dates back to the 12th-13th centuries and appears to have stood within the fortifications of a castle, the Canoscio Castle itself. Its lord, probably having fallen into disgrace due to disagreements with the municipality, was stripped of his possession, which subsequently passed into the hands of the Vitelli family and, subsequently, to other families. It stands on the site of a previous place of worship from the early Christian era (2nd-6th centuries AD) and is located in an area of particular archaeological interest, as evidenced by the numerous discoveries of Etruscan artifacts.
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Worth visiting is the historic centre up to the Cassero
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It's the first step that our parents took us since we were little. To go on the snow or in the summer to take a walk to Sasso Simone and Simoncello. Always green, fresh. Now I come there by bike and it's always a new discovery.
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A beautiful climb to be tackled calmly
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Water point with fountain before the bridge
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perched on a small promontory
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There are over 75 road cycling routes in Alpe della Luna - Bocca Trabaria, offering diverse options for all skill levels. The komoot community has explored these routes over 1,900 times, providing an average rating of 4.5 stars.
Road cycling in Alpe della Luna - Bocca Trabaria features mountainous terrain with dense forests and significant passes. Many routes offer well-paved surfaces, but some moderate and hard routes may include unpaved or more challenging segments. Expect notable climbs like the Alpe della Luna climb from San Giustino, a 14 km ascent with a consistent 7% gradient and numerous hairpin bends.
Yes, Alpe della Luna - Bocca Trabaria offers 26 easy road cycling routes. A great option for a less strenuous ride is the Madonna del Latte Shrine – Città di Castello loop from San Giustino, which covers about 46.8 km with under 200 meters of elevation gain.
For experienced riders seeking a challenge, there are 26 difficult routes. The La Foce Pass – The mouth loop from San Giustino is a demanding 108.6 km route with over 1,370 meters of elevation gain, typically taking over 5 hours to complete.
Absolutely. The region is known for its panoramic views of the Apennines and valleys. You can cycle towards the Bocca Trabaria Pass itself, which offers stunning vistas. The area also features natural landmarks like the Ripa della Luna, a spectacular 200-meter-high rocky wall on Monte dei Frati.
Many routes in the region are designed as loops, allowing you to start and finish in the same location. Examples include the Pieve di Canoscio – Città di Castello loop from La Dogana, a moderate 58.8 km ride, or the Città di Castello – Madonna del Latte Shrine loop from San Giustino, covering 73.5 km.
The region is rich in history. You can find old monasteries like the Hermitage of Montecasale, visited by Saint Francis of Assisi, and the monastery of Fragaiolo. Traces of ancient practices, such as old ice houses, are still visible in the woods. Consider visiting the The Icehouse or the Giuseppe Garibaldi Memorial at Bocca Trabaria.
The northern Apennine Mountains, including Alpe della Luna - Bocca Trabaria, are generally best for road cycling during the spring, summer, and early autumn months. These seasons offer more favorable weather conditions and open passes, allowing access to the full range of routes.
Yes, the dense forests of Alpe della Luna are home to diverse wildlife. Cyclists might spot fallow deer, stags, roe deer, and various bird species, including sparrow hawks and golden eagles, especially in quieter sections of the routes.
Many routes start from towns and villages like San Giustino or La Dogana, which typically offer parking facilities. It's advisable to check the specific starting point of your chosen route for the most convenient parking options.
The road cycling routes in Alpe della Luna - Bocca Trabaria are highly rated by the komoot community, with an average score of 4.5 stars from over 20 reviews. Cyclists often praise the varied terrain, challenging ascents, and the natural beauty of the Apennine landscape.
The elevation gain varies significantly depending on the route's difficulty. Easy routes might have under 200 meters of climbing, while moderate routes like the Colle Plinio – Città di Castello loop from La Dogana can feature over 740 meters. Difficult routes can exceed 1,300 meters of ascent.


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