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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

21

riders

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

01:53

33.5km

660m

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: June 26, 2026

Tips

Includes a segment in which cycling is not permitted

After 23.7 km for 73 m

Waypoints

A

Start point

Train Station

Get Directions

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

14.2 km

St Catherine's Lighthouse

Highlight • Viewpoint

7

23.7 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

24.1 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

32.5 km

Bridle Path, Shanklin

Highlight • Trail

B

33.5 km

End point

Train Station

Way Types & Surfaces

Way Types

18.5 km

7.87 km

4.30 km

2.13 km

426 m

190 m

< 100 m

Surfaces

32.8 km

399 m

158 m

< 100 m

< 100 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 (240 m)

Lowest point (20 m)

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Weather

Powered by Foreca

Monday 20 July

26°C

14°C

0 %

Additional weather tips

Max wind speed: 22.0 km/h

to get more detailed weather forecasts along your route

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