England's Island

Cycling Routes on the Isle of Wight

8 routes for all abilities

The Isle of Wight is one of the best cycling destinations in southern England. With quiet lanes, dedicated cycle paths, and the famous Round the Island route, there are 8 routes covering everything from flat family rides to challenging full-island circuits.

Round the Island

The Round the Island route is the ultimate Isle of Wight cycling challenge, tracing the full coastline across roughly 65...

65 miles · Challenging

Red Squirrel Trail

The Red Squirrel Trail is the Isle of Wight's flagship long-distance cycle route, running 32 miles from Cowes on the nor...

32 miles · Moderate

Cowes to Newport Cycleway

The Cowes to Newport Cycleway is one of the most accessible and popular cycling routes on the Isle of Wight, following t...

5 miles · Easy

Sandown to Wroxall

The Sandown to Wroxall route covers six miles of varied terrain between the east coast resort of Sandown and the village...

6 miles · Moderate

Freshwater Circular

The Freshwater Circular is a ten-mile loop through the western tip of the Isle of Wight, taking in Freshwater Bay, the Y...

10 miles · Moderate

Brading to Bembridge

The Brading to Bembridge route follows the trackbed of the former Bembridge branch line, which closed in 1953 after serv...

4 miles · Easy

Sunshine Trail

The Sunshine Trail is a five-mile seafront route between the neighbouring resorts of Sandown and Shanklin on the Isle of...

5 miles · Easy

Newport to Cowes via Medina

The Newport to Cowes via Medina route follows the River Medina northward from the island's county town to the sailing ca...

5 miles · Easy