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San Giovanni Valdarno

Sugame Pass – Gaiole in Chianti loop from San Giovanni Valdarno

San Giovanni Valdarno

Sugame Pass – Gaiole in Chianti loop from San Giovanni Valdarno

Hard

5.0

(1)

251

riders

Sugame Pass – Gaiole in Chianti loop from San Giovanni Valdarno

07:24

146km

2,430m

Road cycling

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: July 31, 2026

Tips

Includes segments that go up or down a series of steps

You may need to carry your bike.

After 46 m for 2 m

After 146 km for 2 m

Waypoints

Start point

Train Station

Get Directions

17.0 km

Sugame Pass

Highlight (Segment) • Mountain Pass

Go up to the Sugame pass and descend towards Figline Valdarno. Alternatively, after a few kilometers of descent, you can keep left and go up towards Strada.

Translated by Google •

Tip by

33.4 km

Chiocchio Village and the Tuscan Landscape

Highlight • Settlement

Pleasurable small village on the first hills of Chianti. Typical Tuscan landscape.

Tip by

43.2 km

Luiano Vineyard

Highlight • Structure

Along the road that from the bridge over the Greve (signs) goes up towards Mercatale in Val di Pesa, there is this beautiful winery in a panoramic position.

Translated by Google •

Tip by

48.2 km

Vineyard View Between San Casciano and Mercatale

Highlight • Viewpoint

On this paved road between San Casciano and Mercatale, in Val di Pesa, you can enjoy an excellent view of the surrounding Tuscan countryside. You are in the Pesa Valley, a 53-kilometer-long Tuscan torrent and a left tributary of the Arno.

Translated by Google •

Tip by

68.7 km

Panoramic road between Castellina in Chianti and San Donato

Highlight (Segment) • Cycleway

From Castellina in Chianti, the SP101 heads north.
Directly behind the town sign comes the road leads beautifully on or right and left of the ridge. Little traffic and fantastic views make this section a must if you are in the area.

Translated by Google •

Tip by

77.7 km

Black Rooster Statue, Castellina in Chianti

Highlight • Monument

Castellina in Chianti is located in the province of Siena, in the Chianti Classico area. He is easily accessible from the Elsa Valley, Arbiatal and Pesatal. Due to the altitude, the place also offers great views into these valleys.
For us racing cyclists it is an important traffic junction for tours in the Chianti area or for round trips in it.
Four roads lead up from the Elsa Valley alone.
There is a fountain at the main intersection and some bars around it.

Translated by Google •

Tip by

80.3 km

SR429: Castellina in Chianti to Radda in Chianti

Highlight (Segment) • Cycleway

This pretty road (SR429), between Castellina in Chianti and Radda in Chianti, is always winding and winding at about 600 meters above sea level. It is a delightful ride with always very beautiful views of the surrounding valleys and hills.

Translated by Google •

Tip by

126 km

Gaiole in Chianti

Highlight • Settlement

Gaiole in Chianti, a characteristic Sienese village surrounded by famous vines

Translated by Google •

Tip by

131 km

Valico di Montegrossi

Mountain Pass

146 km

End point

Train Station

Way Types & Surfaces

Way Types

93.8 km

50.9 km

941 m

257 m

< 100 m

Surfaces

144 km

2.09 km

110 m

Elevation

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

Highest point (620 m)

Lowest point (120 m)

Weather

Thursday 6 August

36°C

20°C

11 %

Additional weather tips

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

Comments

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Sugame Pass – Gaiole in Chianti loop from San Giovanni Valdarno

Sugame Pass

Chiocchio Village and the Tuscan Landscape

Luiano Vineyard

Vineyard View Between San Casciano and Mercatale

Panoramic road between Castellina in Chianti and San Donato

Black Rooster Statue, Castellina in Chianti

SR429: Castellina in Chianti to Radda in Chianti

Gaiole in Chianti

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