Florence, Vallombrosa, and Chianti Loop
Florence, Vallombrosa, and Chianti Loop
6
riders
06:05
109km
2,240m
Road cycling
This difficult 68-mile road cycling loop from Figline Valdarno explores Florence's historic center and the scenic, hilly roads of Chianti.
Last updated: February 26, 2026
Tips
The surface along some of this route may not be suitable
Some segments of your route comprise a surface that may not be suitable for your chosen sport.
After 67.8 km for 148 m
After 68.0 km for 122 m
After 68.3 km for 181 m
After 68.7 km for 65 m
After 68.8 km for 63 m
After 69.5 km for 70 m
Waypoints
Start point
Train Station
Get Directions
14.7 km
Highlight (Segment) • Climb
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Tip by
23.8 km
Highlight • Religious Site
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58.8 km
Highlight • Religious Site
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67.7 km
Highlight • Historical Site
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Tip by
87.7 km
Highlight (Segment) • Cycleway
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Tip by
109 km
End point
Train Station
Way Types & Surfaces
Way Types
91.3 km
12.1 km
4.03 km
1.50 km
674 m
Surfaces
103 km
5.21 km
1.63 km
195 m
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Elevation
Highest point (1,010 m)
Lowest point (50 m)
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This route was planned by komoot.
This loop tour is rated as difficult. It features significant elevation gain (approximately 2,240 meters) and challenging climbs, making it suitable for well-prepared or advanced road cyclists with good physical condition and prior cycling experience.
The terrain is generally hilly, characterized by rolling hills, challenging climbs, and descents. You will primarily ride on secondary asphalted roads. While approaching Florence, roads might be busier, but the Chianti region itself offers peaceful, less trafficked routes through vineyards and olive groves.
The tour offers a blend of cultural and natural beauty. You'll pass through iconic Tuscan landscapes with vineyards, olive groves, and historic castles. Key highlights include the Uphill from Setteponti to Vallombrosa's monastery, the historic Vallombrosa Abbey, and the Fiesole Cathedral and Clock Tower. In Florence, you'll experience the historic center, including Piazza del Duomo, and enjoy breathtaking views of the city from points like Piazzale Michelangelo.
The best time to cycle this route is during spring (April-May) and autumn (September-October). These seasons offer milder temperatures, pleasant weather, and vibrant landscapes, making the challenging climbs more enjoyable and avoiding the intense summer heat.
As this is a loop tour starting and ending in Figline Valdarno, you can look for public parking options within the town. Specific parking areas are usually available near the train station or in the town center, though availability may vary.
This is a road cycling tour primarily on public roads and through towns. While there are no specific restrictions against dogs on the route itself, it's generally not suitable for cycling with dogs due to the distance, difficulty, and traffic in certain sections. If you plan to bring a dog, ensure they are safely secured in a bike trailer and consider the strenuous nature of the ride.
No specific permits are required to cycle this route, as it primarily uses public roads. There are no general entrance fees for the tour itself. However, if you choose to visit specific attractions or museums in Florence or other towns, those may have their own admission fees.
The route passes through the area of Riserva Naturale Statale Vallombrosa, which includes the Vallombrosa Abbey. Generally, there are no specific fees or permits required for cycling on the public roads within the reserve. However, always respect local signage, stay on designated paths, and be mindful of the natural environment.
Yes, this route briefly intersects with several other paths. You'll find sections that overlap with the Via degli Dei MTB, Via di San Francesco (Florence – La Verna), Via Romea Sanese - Tappa 1, and the EuroVelo 7 - Sun Route - part Italy 2, among others. This offers potential for exploring alternative or extended routes if desired.
Given the tour's length and difficulty, it's essential to be well-prepared. Bring plenty of water and snacks, as water sources might be limited between towns. Essential cycling gear includes a helmet, appropriate cycling attire, spare tubes, a pump, and a basic repair kit. Sunscreen, sunglasses, and a fully charged phone with navigation are also highly recommended.
Yes, the route passes through several towns and villages, especially in the Chianti region and near Florence. You'll find opportunities to stop at cafes, restaurants, and small shops to refuel and enjoy local Tuscan cuisine. Planning your stops in advance can help ensure you have access to amenities when needed.
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