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Routes
Italy
Livorno
Castagneto Carducci

Cypress Avenue – Bolgheri loop from Castagneto Carducci-Donoratico

Routes
Italy
Livorno
Castagneto Carducci

Cypress Avenue – Bolgheri loop from Castagneto Carducci-Donoratico

Hard

5.0

(7)

38

riders

Cypress Avenue – Bolgheri loop from Castagneto Carducci-Donoratico

02:47

49.1km

400m

Gravel riding

Hard gravel ride. Good fitness required. You may need to push your bike for some segments of this route. The starting point of the route is accessible with public transport.

Last updated: August 23, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Riserva naturale statale Bibbona

Waypoints

A

Start point

Train Station

Get Directions

1

12.1 km

Cypress Avenue

Highlight (Segment) • Cycleway

From the main road, this tree-lined avenue lined with cypress trees leads up to Bolgheri, a lovely little place. Here at the street sale a gelato (ice cream) tasting. :-D

Translated by Google •

Tip by

2

24.0 km

Located between the cemetery and the entrance to the Macchia della Magona, this mill is the symbol of Bibbona and has a great visual impact, being visible from many kilometers away. It is an ancient windmill located on the top of a hill, in operation until the beginning of the 20th century.

Translated by Google •

Tip by

26.3 km

Riserva naturale statale Bibbona

Nature Reserve

4

27.7 km

This panoramic point, located within the protected area of Macchia della Magona, allows you to observe some inhabited centers in the distance (Cecina and Casale Marittimo, for example), but also the island of Elba and the famous mill of Bibbona.

Translated by Google •

Tip by

5

31.4 km

Beautiful white road with cypress trees

Translated by Google •

Tip by

6

34.8 km

Bolgheri

Highlight • Settlement

The village of Bolgheri has grown around a medieval castle belonging to the Counts Della Gherardesca.
It is located on a small hill and a long straight tree-lined road (Viale dei Cipressi) connects it with via Aurelia (State Road .n1) near a small temple, the Oratory of San Guido, celebrated by a famous Italian poet (Nobel Prize for literature in 1906) Giosuè Carducci, who spent his childhood at Bolgheri. Streets, squares, monuments of the village, in fact, are named after people and places dear to the poet.
But Bolgheri is also known for the high quality wine production: in the countryside all around the village are cultivated vineyards that produce excellent wines such as Ornellaia and Sassicaia.

Tip by

7

35.5 km

Bolgheri Gate

Highlight • Monument

There are no words to describe the avenue and the small village of Bolgheri, the only solution is to visit it.

Translated by Google •

Tip by

8

35.7 km

Viale dei Cipressi

Highlight • Structure

The famous tree-lined road immortalized in the verses of the poet Giosuè Carducci
The suggestive Viale dei Cipressi is located in the municipality of Castagneto Carducci, and is a five-kilometer-long tree-lined road that connects the Oratory of San Guido to the historic center of the village of Bolgheri.


A very long straight road, flanked by two rows of very thick centuries-old cypress trees, 2540 in total, which was created in the 19th century when, by rebuilding the Via Regia, perpendicular roads were created to connect it with the inland towns and villages: one of these was precisely the Stradone di San Guido.

Translated by Google •

Tip by

9

40.1 km

This is tuscany!

Tip by

B

49.1 km

End point

Train Station

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Way Types & Surfaces

Way Types

38.5 km

9.73 km

774 m

132 m

< 100 m

< 100 m

Surfaces

28.4 km

13.1 km

7.34 km

168 m

107 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 (160 m)

Lowest point (10 m)

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Weather

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Today

Sunday 30 August

31°C

22°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

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Comments

May 31, 2022,Toskana 2022 - Tag 6
Bibbona again, this time the other way around 🤣 All in all another dream 😍

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