4.5
(20)
150
riders
03:42
53.1km
670m
Cycling
This difficult 33.0-mile touring cycling route from Siena to Gracciano d'Elsa explores Tuscan landscapes and the medieval town of Monteriggi
Last updated: February 26, 2026
Waypoints
Start point
Parking
Get Directions
18.8 km
Highlight (Segment) • Trail
20.0 km
Highlight • Religious Site
Translated by Google •
Tip by
27.0 km
Highlight • Religious Site
Translated by Google •
Tip by
36.3 km
Highlight • Religious Site
Translated by Google •
Tip by
51.5 km
Highlight • Historical Site
Translated by Google •
Tip by
53.1 km
End point
Parking
Way Types & Surfaces
Way Types
20.5 km
19.1 km
7.97 km
3.84 km
1.68 km
< 100 m
Surfaces
39.4 km
7.87 km
2.71 km
2.29 km
905 m
Sign up to see more specific route details
Sign up for free
Elevation
Highest point (370 m)
Lowest point (180 m)
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Friday 29 May
31°C
14°C
-- %
Additional weather tips
Max wind speed: -- km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
The route offers a varied and often challenging terrain. You'll encounter approximately 39.4 km of asphalt, 7.87 km of unpaved sections, 2.71 km of paved roads, and 2.29 km of cobblestones, along with some compacted gravel. Expect rolling hills and some steeply descending dirt roads, particularly near Monteriggioni. Some unpaved segments can be difficult, potentially requiring you to dismount and push your bike.
No, this route is generally considered a 'difficult' bike ride, demanding 'very good fitness'. The varied terrain, including unpaved sections, cobblestones, rolling hills, and steep descents, makes it challenging for those new to touring cycling or with lower fitness levels.
The route is approximately 53.1 kilometers long with an elevation gain of around 669 meters. It typically takes close to four hours of active cycling to complete, though this can vary based on your pace and stops.
You'll experience quintessential Tuscan landscapes with rolling hills, vineyards, and olive groves. Key highlights include the medieval walled town of Monteriggioni, known for its preserved 13th-century towers. The route also passes historical and religious sites such as the San Salvatore Abbey at Abbadia Isola and the Oratory of Gracciano dell'Elsa. You'll also get views of the Val d'Elsa and pass through the Elsa River Park.
Yes, the route incorporates significant portions of other established paths. You'll find yourself on sections of the EuroVelo 5 - Via Romea Francigena - part Italy (64%), Ciclovia Francigena - VFB16 (64%), and Via Francigena - 06 Tuscany (38%), among others.
The best time to cycle in Tuscany, including this route, is typically during the spring (April to June) and autumn (September to October). During these seasons, the weather is generally mild and pleasant, and the landscapes are vibrant with spring blooms or autumn colors. Summer can be very hot, and winter may bring colder temperatures and rain.
Since the route starts in Siena, you can look for parking options within or on the outskirts of the city. For specific parking information in Siena or near Monteriggioni, it's advisable to check local municipal websites or resources like visittuscany.com for up-to-date details on parking facilities and regulations.
While many parts of Tuscany are dog-friendly, specific regulations for cycling routes can vary. On public roads and paths, dogs are generally allowed on a leash. However, some unpaved or single-track sections might be challenging for dogs, especially if you need to dismount. Always ensure your dog is well-behaved and on a leash, and carry water for them.
Generally, you do not need special permits or to pay entrance fees to cycle on public roads and designated cycling paths in Tuscany. However, if you plan to visit specific historical sites or attractions along the way, such as museums or certain parts of Palazzo Pubblico and Piazza del Campo, there may be admission fees. Always check the individual site's requirements.
Yes, the route passes through charming towns and rural areas where you can find cafes, restaurants, and accommodation. Monteriggioni, in particular, offers options for refreshments and lodging. Siena, as the starting point, also has a wide array of services. It's a good idea to plan your stops in advance, especially during peak season.
Given the 'difficult' rating and varied terrain, it's essential to be well-prepared. Bring plenty of water, snacks, a repair kit for your bike (including spare tubes), and appropriate cycling gear. Helmets are highly recommended. Consider carrying a first-aid kit, sun protection, and layers of clothing suitable for changing weather conditions. A fully charged phone with GPS capabilities is also advisable.