View of San Gimignano – Poggio Casaglia Vineyards loop from Certaldo

View of San Gimignano – Poggio Casaglia Vineyards loop from Certaldo

Hard

5.0

(1)

riders

View of San Gimignano – Poggio Casaglia Vineyards loop from Certaldo

05:21

72.8km

1,310m

Gravel riding

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: September 23, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 20.4 km for 207 m

Discouraged

Waypoints

Start point

Train Station

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8.89 km

View of San Gimignano from the Vineyards

Highlight • Viewpoint

After enjoying the view from various angles, I didn't miss anything during this tour, climbs and descents. When you navigate with your mind and pedal without a care in the …

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14.4 km

View of San Gimignano

Highlight • Viewpoint

View on San Gimignano and its towers.

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14.4 km

View of Tuscan Vineyards and Cypress Hills

Highlight • Viewpoint

Beautiful olive tree plantations along the way and the surrounding hills make for a great view.

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15.3 km

View of San Gimignano and vineyards

Highlight • Viewpoint

Nice and easy white road with beautiful views

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18.6 km

Poggio Casaglia Vineyards

Highlight • Natural

28.2 km

Strozzavolpe Castle

Highlight • Castle

To be reached knowing the legend that gave it its name

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30.7 km

View of Castello di Strozzavolpe

Highlight • Viewpoint

easy and shady path that leads to the Strozzavolpe Castle

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59.9 km

Borgo Petrognano

Highlight • Settlement

The houses along the street have for the most part medieval towers dating back to the 13th and 14th centuries

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72.8 km

End point

Train Station

Way Types & Surfaces

Way Types

31.4 km

22.7 km

14.4 km

3.03 km

665 m

595 m

Surfaces

30.0 km

25.4 km

9.04 km

8.30 km

104 m

Elevation

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

Highest point (460 m)

Lowest point (70 m)

Weather

Thursday 22 October

18°C

9°C

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View of San Gimignano – Poggio Casaglia Vineyards loop from Certaldo

View of San Gimignano from the Vineyards

View of San Gimignano

View of Tuscan Vineyards and Cypress Hills

View of San Gimignano and vineyards

Poggio Casaglia Vineyards

Strozzavolpe Castle

View of Castello di Strozzavolpe

Borgo Petrognano

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