4.5
(6)
65
riders
03:48
60.6km
660m
Cycling
This difficult 37.6-mile touring bicycle loop from Torrenieri to Asciano offers challenging climbs and iconic Tuscan scenery.
Last updated: February 26, 2026
Waypoints
Start point
Parking
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9.15 km
Highlight • Settlement
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Tip by
15.5 km
Highlight • Cycleway
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Tip by
22.0 km
Highlight • Historical Site
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45.4 km
Highlight • Settlement
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Tip by
47.2 km
Highlight (Segment) • Viewpoint
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Tip by
60.6 km
End point
Parking
Way Types & Surfaces
Way Types
59.0 km
1.54 km
< 100 m
Surfaces
58.0 km
1.95 km
718 m
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Elevation
Highest point (510 m)
Lowest point (180 m)
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Weather
Powered by Foreca
Sunday 17 May
21°C
7°C
22 %
Additional weather tips
Max wind speed: 16.0 km/h
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This route was planned by komoot.
The estimated cycling time for this loop is approximately 3 hours and 47 minutes. However, this is a continuous cycling time, so plan for a longer overall duration to include stops for rest, photos, and exploring the charming villages along the way.
While the tour starts near Torrenieri, specific parking information isn't provided. It's advisable to look for parking options near the Torrenieri train station or in the village itself, keeping in mind local regulations.
The route predominantly features paved surfaces, but be prepared for some unpaved sections, known as strade bianche (white roads), which can be challenging. The general terrain in Tuscany, including this area, is characterized by rolling hills with significant climbs.
No, this route is rated as 'difficult' and requires 'very good fitness'. It's not recommended for beginners due to its length (over 60 km) and significant elevation gain (660 meters), which includes steep sections.
You'll experience the stunning landscapes of the Crete Senesi and Val d'Orcia. Notable highlights include the San Giovanni d'Asso Historic Village, the famous Strade Bianche of Siena, and the Historic center of Asciano. You'll also pass through Montisi Village and enjoy incredible views from the Crete Senesi between Montisi and San Giovanni d'Asso.
Spring and autumn are generally the best times to cycle in Tuscany. The weather is milder, and the landscapes are particularly beautiful, with vibrant colors in spring and golden hues in autumn. Summer can be very hot, making the climbs more challenging.
No, there are no specific permits or entrance fees required to cycle this route through the Crete Senesi. The roads are public, allowing free access to the stunning natural landscapes.
While there are no specific restrictions against bringing dogs on this public road route, the challenging nature of the ride (long distance, significant climbs, unpaved sections) might make it unsuitable for most dogs, especially if they are not accustomed to such strenuous activity or being carried for extended periods.
Yes, the route briefly intersects with sections of other official trails, including the Via Lauretana Toscana and L'Eroica. You'll also find very short segments of the Sentiero naturalistico nr. 3 and the Cammino d'Assisi.
Yes, as the route passes through several villages like San Giovanni d'Asso, Montisi, and Asciano, you will find opportunities for cafes and restaurants to refuel and rest. It's always a good idea to check opening hours, especially in smaller villages.
Given the mix of paved roads and challenging strade bianche, a touring bicycle with robust tires or a gravel bike would be ideal. A road bike might struggle on the unpaved sections, especially if wet.
For this difficult route, ensure you bring plenty of water, energy snacks, a repair kit, and appropriate cycling gear. Given the rolling hills and potential for varied weather, layers of clothing are advisable. Don't forget your camera for the incredible views!