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Road cycling routes

South East England

View of Ventnor Esplanade – Bunkers on Ventnor Downs loop from Shanklin

Road cycling routes

South East England

View of Ventnor Esplanade – Bunkers on Ventnor Downs loop from Shanklin

Moderate

18

riders

View of Ventnor Esplanade – Bunkers on Ventnor Downs loop from Shanklin

01:37

31.9km

510m

Road cycling

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

Last updated: September 24, 2026

Tips

Includes a segment in which cycling is not permitted

After 22.1 km for 73 m

Waypoints

A

Start point

Train Station

1

4.65 km

Smugglers Haven Tea Garden

Highlight • Viewpoint

Perfect little coffee spot for a break while you are cycling along the Island. Amazing views, nice cakes and coffee

Tip by

2

7.20 km

View of Ventnor Esplanade

Highlight • Viewpoint

The descent into the Esplanade is steep. The ride out is of the Esplanade is steep.

Tip by

11.8 km

Poplar Wood

Forest

4

12.2 km

Pedestrianised Coastal Road

Highlight • Trail

A road which has new asphalt and no cars (owing to a spot on the middle being pedestrianised due to subsidence). You can fly along this sea road without ever seeing a car!

Tip by

5

12.6 km

Undercliff Car-Free Road

Highlight • Structure

Closed to cars because of land slips you have the whole road to yourself!

Tip by

6

14.3 km

St John the Baptist Church, Niton

Highlight • Religious Site

The church originally dates from the 11th century in Norman times but was rebuilt during the Victorian Restoration. The celtic cross outside is from the 19th century and close by …

Tip by

7

22.1 km

Bunkers on Ventnor Downs

Highlight • Monument

This group of downs contains the Island's highest point (St Boniface Down), and is a large area of Access Land owned by the National Trust. In the 1km (0.6 miles) …

Tip by

8

22.5 km

Radar Station Climb, Isle of Wight

Highlight (Segment) • Climb

Fantastic and very steep climb. The first 500m are easily 10%+ after that it flattens off and you are treated to some absolutely amazing views.

Tip by

9

30.9 km

Bridle Path, Shanklin

Highlight • Trail

B

31.9 km

End point

Train Station

Way Types & Surfaces

Way Types

18.1 km

8.18 km

3.69 km

1.42 km

426 m

< 100 m

Surfaces

31.4 km

199 m

158 m

< 100 m

< 100 m

< 100 m

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Elevation

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

Highest point (240 m)

Lowest point (20 m)

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Weather

Powered by Foreca

Tuesday 13 October

18°C

12°C

0 %

Additional weather tips

Max wind speed: 25.0 km/h

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