Chianti Hills and Valdarno Loop
Chianti Hills and Valdarno Loop
4.2
(6)
80
riders
03:00
41.1km
740m
Cycling
This difficult 25.6-mile touring cycling loop from Figline Valdarno climbs 2443 feet through Chianti's iconic vineyards and rolling hills.
Last updated: February 26, 2026
Waypoints
Start point
Train Station
Get Directions
6.20 km
Highlight • Viewpoint
Tip by
7.08 km
Highlight • Trail
Translated by Google •
Tip by
18.0 km
Highlight • Mountain Pass
Translated by Google •
Tip by
39.1 km
Highlight • River
Translated by Google •
Tip by
41.1 km
End point
Train Station
Way Types & Surfaces
Way Types
34.3 km
1.98 km
1.90 km
1.47 km
1.05 km
471 m
Surfaces
33.5 km
3.89 km
3.67 km
111 m
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Elevation
Highest point (750 m)
Lowest point (120 m)
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Weather
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Tuesday 12 May
22°C
11°C
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This route was planned by komoot.
This challenging loop tour is approximately 41.1 km long with an elevation gain of about 740 meters. It typically takes around 3 hours to complete for experienced touring cyclists.
No, this route is classified as 'difficult' and a 'Hard bike ride' requiring 'very good fitness'. The significant elevation gain and potential for unpaved 'white roads' make it unsuitable for beginners. We recommend it for experienced touring cyclists looking for a challenge.
The terrain is varied and challenging. While mostly paved, you should be prepared for significant climbs and descents through the hilly Chianti region. Some segments may feature 'white roads' (classic Tuscan gravel and cobbled tracks) or even unpaved sections, which can be demanding. These unpaved sections encourage a slower pace, allowing you to appreciate the surroundings.
The route offers breathtaking and quintessential Tuscan scenery. You'll traverse rolling hills, vineyards, olive groves, dense woods, and cypress trees. Highlights along the way include the View of the Chianti Vineyards, a picturesque Cypress Avenue, and the Valico del Morellino – View of Valdarno. You'll also pass the Arno River ford.
The best times to cycle this route are typically spring (April-May) and autumn (September-October). During these seasons, the weather is generally milder and more pleasant for cycling, and the Tuscan landscape is particularly beautiful with blooming flowers or autumn colors. Summer can be very hot, and winter may bring colder temperatures and rain.
This loop tour starts and ends in Figline Valdarno. You can find parking options within the town. For those arriving by public transport, Figline Valdarno has a train station, making it accessible for cyclists without a car. We recommend checking local parking regulations and public transport schedules before your visit.
While dogs are generally welcome in many outdoor areas in Tuscany, this specific touring bicycle route is quite challenging with significant climbs and varied terrain. It's not typically recommended for cycling with dogs, especially if they are not accustomed to long, strenuous rides or if you are using a bike trailer, due to the difficulty and elevation changes.
No, you do not need any special permits or pay entrance fees to cycle this route. It utilizes public roads and trails through the Valdarno and Chianti regions. However, if you plan to visit specific attractions, wineries, or private estates along the way, those may have their own entry fees or require reservations.
Yes, the route intersects with several other paths. You'll find sections that overlap with the Ciclovia dell'Arno, EuroVelo 7 - Sun Route - part Italy 2, and the Sentiero di crinale del Chianti. It also briefly touches upon paths like the Sentiero della Granchia and Sterrati Santa Barbara.
While the route passes through scenic rural areas, it's advisable to carry sufficient water and snacks, especially given its difficulty. Figline Valdarno, your starting and ending point, offers various cafes, restaurants, and shops. Along the route, you might encounter small villages or farmhouses where you could find refreshments, but these can be sporadic. Consider planning your stops in advance.
Given the 'difficult' classification, significant climbs, and potential for 'white roads' or unpaved sections, a touring bicycle with a good range of gears is essential. A gravel bike or a sturdy road bike with wider tires would also be suitable to handle the varied terrain comfortably. Ensure your bike is in excellent working condition before setting out.