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Road cycling routes
Italy
Tuscany
Florence
Figline E Incisa Valdarno

Florence, Vallombrosa, and Chianti Loop

Hard

6

riders

Florence, Vallombrosa, and Chianti Loop

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

A

Start point

Train Station

Get Directions

1

14.7 km

Uphill from Setteponti to Vallombrosa's monastery

Highlight (Segment) • Climb

Nice stretch of climb that takes you from Setteponti to the Vallombrosa Monastery.

Translated by Google •

Tip by

2

23.8 km

Vallombrosa Abbey

Highlight • Religious Site

Benedictine abbey surrounded by beech and fir forests. Valombrossa was founded in 1038 by the Florentine nobleman Giovanni Gualberto and became the motherhouse of the Vallumbrosan Order. The church can be visited. Now and then there are concerts.
There is a small monastery shop for souvenirs, honey, cream etc.
There is a playground for the kids. Rest areas and also a restaurant / snack is nearby.

en.m.wikipedia.org/wiki/Vallombrosa_Abbey

Translated by Google •

Tip by

3

58.8 km

Fiesole Cathedral and Clock Tower

Highlight • Religious Site

Fiesole is the climb to Florence, the World Cup took place here in 2013 and is the gateway to paradise for cyclists.

Translated by Google •

Tip by

4

67.7 km

Piazza del Duomo, Florence

Highlight • Historical Site

In addition to the Florence Cathedral, the Piazza del Duomo (Cathedral Square) is home to several other magnificent buildings:
the Campanile of Giotto, the Baptistery of Florence, the Loggia del Bigallo, the Opera del Duomo Museum and the Palace of Arcivescovile and Canonici.
The western zone of this square is called Piazza San Giovanni.

Translated by Google •

Tip by

5

87.7 km

Provincial Road della Panca

Highlight (Segment) • Cycleway

quiet street with moderate gradient percentages

Translated by Google •

Tip by

B

109 km

End point

Train Station

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (1,010 m)

Lowest point (50 m)

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Frequently Asked Questions

What is the difficulty level of this road cycling tour?

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.

What is the terrain like for this road cycling tour?

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.

What are the main sights and viewpoints along the route?

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.

What is the best time of year to cycle this route?

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.

Where can I park when starting this loop tour from Figline Valdarno?

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.

Are dogs allowed on this road cycling tour?

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.

Do I need any special permits or pay entrance fees for this tour?

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.

Are there any regulations or fees for cycling through Riserva Naturale Statale Vallombrosa?

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.

Does this route intersect with other well-known cycling or hiking paths?

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.

What should I bring for this challenging road cycling tour?

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.

Are there places to stop for food or drinks along the way?

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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