Brolio Castle – Il leccione - secular oak loop from Gaiole in Chianti

Bike touring routes & trails

Brolio Castle – Il leccione - secular oak loop from Gaiole in Chianti

Hard

4.3

(16)

511

riders

Brolio Castle – Il leccione - secular oak loop from Gaiole in Chianti

06:18

80.4km

1,530m

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: July 18, 2026

Tips

Includes a segment that goes up or down a series of steps

You may need to carry your bike.

After 37 m for 3 m

Waypoints

Start point

Parking

Get Directions

9.63 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 entrance to the Brolio Enoteca. Ideal for a stop along the ride, tasty breakfasts and snacks with an authentic Tuscan flavour. It presents gadgets from the well-known permanent L'Eroica route, together with some vintage bikes on display.

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10.6 km

Brolio Castle

Highlight • Castle

The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.

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15.5 km

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 each other, creating a perfect frame for a unique panorama.
The particularity of this centuries-old specimen absolutely deserves a souvenir photo! Don't miss it when you visit this wonderful location.

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18.0 km

Cypress Avenue Near Lucignano

Highlight • Natural

In the direction of the castle of Brolio, the climb will be pleasant and panoramic, with a possible stop for water in the small village of Lucignano, and photos with the legendary leccione.

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