Il leccione - secular oak – Radda in Chianti loop from Lucignano in Chianti

Bike touring routes & trails

Il leccione - secular oak – Radda in Chianti loop from Lucignano in Chianti

Hard

4.8

(24)

210

riders

Il leccione - secular oak – Radda in Chianti loop from Lucignano in Chianti

03:21

47.4km

870m

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: August 17, 2026

Waypoints

Start point

Parking

Get Directions

944 m

Il leccione - secular oak

Highlight • Natural Monument

The "Leccione" is a secular tree and represents an iconic icon of Gaiole in Chianti. With the splendid panorama of Siena in the background, these two majestic holm oaks embrace …

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5.23 km

L’Eroica café

Highlight • Cafe

An institutional place for every Eroica tour, the Agribar Caffè Brolio is located in the heart of the Chianti Classico area, at the foot of the Brolio Castle, opposite the …

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14.8 km

La Casa dell’Eroica

Highlight • Cafe

pretty here, very pretty

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14.8 km

Monument to Luciano Berruti and the Black Rooster

Highlight • Monument

Typical village of the area full of points to enjoy local delicacies.

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16.3 km

Scenic Road to Vertine

Highlight • Trail

Beautiful climb that leads from Gaiole to Vertine. Traveling towards Gaiole is the final part of the Eroica

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16.8 km

San Donato in Perano

Highlight • Trail

The Castle of San Donato in Perano dominates from above a gently hilly area of Tuscany famous for the evocative beauty of its landscape.

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24.2 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”.

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47.4 km

End point

Parking

Way Types & Surfaces

Way Types

30.4 km

12.3 km

3.58 km

1.13 km

< 100 m

Surfaces

44.4 km

2.40 km

572 m

< 100 m

Elevation

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

Highest point (560 m)

Lowest point (290 m)

Weather

Today

Wednesday 7 October

23°C

16°C

86 %

Additional weather tips

Max wind speed: 23.0 km/h

to get more detailed weather forecasts along your route

Comments

April 26, 2025,Radda in Chianti-Vertine-Gaiole in Chianti-Lecchi-Radda in Chianti

A cycling itinerary in the heart of Chianti that combines hilly landscapes, medieval villages, and fortified castles. From Radda, you pedal toward the walled village of Vertine, a small, intact medieval gem, and then descend to Gaiole in Chianti, the vibrant center of the area. Not far away, the Pieve di Santa Maria a Spaltenna, with its Miraculous Crucifix, and …

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