33
riders
05:16
96.9km
1,980m
Road cycling
This difficult 60.2-mile (96.9 km) road cycling loop from Volterra offers challenging climbs and stunning Tuscan countryside views.
Last updated: February 26, 2026
Waypoints
Start point
Parking
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6.96 km
Highlight • Viewpoint
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8.96 km
Highlight • Monument
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60.7 km
Highlight • Settlement
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60.8 km
Acqua potabile
Public Water Fountain
71.2 km
Highlight • Settlement
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79.5 km
Highlight • Monument
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94.7 km
Highlight • Historical Site
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96.9 km
End point
Parking
Way Types & Surfaces
Way Types
49.7 km
46.3 km
980 m
< 100 m
Surfaces
93.7 km
3.26 km
< 100 m
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Elevation
Highest point (610 m)
Lowest point (70 m)
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Weather
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Thursday 28 May
30°C
16°C
47 %
Additional weather tips
Max wind speed: 10.0 km/h
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This route was planned by komoot.
This challenging road cycling loop usually takes around 5 hours and 15 minutes to complete. However, your actual time may vary depending on your fitness level and how often you stop to enjoy the views or visit towns.
No, this loop is classified as 'difficult' and requires a very good level of fitness. It features significant elevation gains, including a demanding climb into Volterra, and is best suited for experienced road cyclists.
The loop starts and ends in Volterra, making it a convenient starting point. You can find parking in or around Volterra, which is well-equipped for visitors. Specific parking areas can be found near the town's main entrances.
You'll experience quintessential Tuscan vistas, with rolling hills, olive groves, vineyards, and cypress-lined country roads. The terrain is predominantly hilly, with generally well-paved surfaces, though some sections might be unpaved. Expect challenging climbs and rewarding descents, including a 'fantastic and almost interminable descent' back towards the start.
The best time to ride this loop is typically during the spring (April-May) and autumn (September-October) when the weather is milder and the Tuscan landscape is at its most beautiful. Summers can be very hot, and winters may bring colder temperatures and less predictable conditions.
The route offers numerous points of interest. You'll enjoy a View of Volterra and the Surrounding Hills, pass by the Mauro Staccioli Sculptures at Castelsangimignano, and cycle through charming settlements like Monteguidi and Casole d'Elsa. Other highlights include the Torre di Montescudaio and the historic Medici Fortress of Volterra.
Yes, this route briefly intersects with several other paths. You'll find sections that overlap with the Dolce campagna, antiche mura 22, Dolce campagna, antiche mura 23, Via Francigena Mare - itinerario principale, and the Volterra Urban Trekking routes, among others.
While the route is primarily for road cycling, dogs are generally not recommended for this type of strenuous and long-distance activity. If you plan to bring a dog, ensure they are accustomed to long rides and can be safely transported or kept on a leash during stops in towns.
No, you do not need a specific permit or to pay an entrance fee to cycle this loop or to pass through the Riserva Naturale Foresta di Berignone. Access to the roads and the natural reserve is generally free for cyclists.
Yes, the route passes through several towns, including Monteguidi and Casole d'Elsa, where you can find cafes, restaurants, and shops to refuel and resupply. Volterra itself also offers plenty of options before and after your ride.
Given the difficulty and length, you should bring plenty of water, energy snacks, a repair kit (spare tubes, pump, tire levers), appropriate cycling attire for varying weather, sun protection, and a fully charged phone. A GPS device or a downloaded map of the route is also highly recommended.