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Routes
Bike touring routes & trails
Italy
Tuscany
Arezzo
Cavriglia

Radda in Chianti – View of San Gimignano loop from Cavriglia

Routes
Bike touring routes & trails
Italy
Tuscany
Arezzo
Cavriglia

Radda in Chianti – View of San Gimignano loop from Cavriglia

Hard

5.0

(1)

21

riders

Radda in Chianti – View of San Gimignano loop from Cavriglia

07:51

112km

2,030m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: June 24, 2026

Tips

Cycling is not permitted along parts of this route

After 54.2 km for 275 m

After 54.5 km for 73 m

Waypoints

A

Start point

Parking

Get Directions

5.29 km

Lago di Badia

Lake

2

6.67 km

Badia a Coltibuono

Highlight • Historical Site

Brolio Castle

Translated by Google •

Tip by

3

15.7 km

Radda in Chianti

Highlight • Settlement

A walk through the narrow, winding streets and numerous ornate vaulted passages transports you back to bygone medieval times, as if Radda were still the capital of the “Lega del Chianti”.

Translated by Google •

Tip by

4

53.2 km

View of San Gimignano

Highlight • Viewpoint

Great view of the Tuscan countryside

Translated by Google •

Tip by

5

54.2 km

San Gimignano, a hill town surrounded by 13th century walls.
In the historic center it is not recommended to continue on the bicycle because it is often very crowded. One …

Translated by Google •

Tip by

6

54.2 km

Historic Streets of San Gimignano

Highlight • Historical Site

Piazza del Duomo: the austere collegiate church, very old palazzi and seven towers form the majestic setting of this square near the Piazza della Cisterna.

Translated by Google •

Tip by

7

54.3 km

Cistern Square

Highlight • Historical Site

San Gimignano is a must-see if you're in the area. A small historical town situated on a hilltop. Very nice streets with many stylish and high-quality shops and restaurants. Very …

Translated by Google •

Tip by

8

67.9 km

If you are looking for a scenic, low-traffic and relaxed road up to Castellina in Chianti you will find it here.
On the approximately 18 kilometers with 450 meters of …

Translated by Google •

Tip by

9

86.2 km

Castellina in Chianti

Highlight • Settlement

Castellina in Chianti is located in the province of Siena, in the Chianti Classico area. Accessible from several valleys, it offers breathtaking views. It is a crucial point for cyclists …

Translated by Google •

Tip by

104 km

Passo di Coltibuono

Mountain Pass

B

112 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

65.1 km

36.7 km

4.04 km

3.45 km

2.09 km

245 m

Surfaces

104 km

3.87 km

3.26 km

344 m

< 100 m

< 100 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 (680 m)

Lowest point (90 m)

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Weather

Powered by Foreca

Saturday 11 July

33°C

19°C

20 %

Additional weather tips

Max wind speed: 7.0 km/h

to get more detailed weather forecasts along your route

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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