Cycling Routes

Intermediate
The Sunshine Trail

A route on varied terrain - mainly flat and perfect for beginners. There are a couple of tough hills to test your legs!

12 miles
route detail
Beginner
Freshwater

An easy route, mainly on the road.

Advanced
Yarmouth

Longer, but still fairly easy cycling on both cycleway and country lanes.

12 miles
route detail
Advanced
Cowes Loop

An easy, mostly flat ride (after the one hill at East Cowes).

Advanced
Parkhurst Forest

This route incorporates the perfectly flat Medina Cycleway between Cowes and Newport which is perfect for going on a short 'there and back' ride. Route 4 also incorporates a bit of off road cycling in the majestic woodland of Parkhurst Forest.

16 miles
route detail
Advanced
Brighstone 10

An excellent introduction to mountain biking, this route is easy to follow and gives wonderful views of the West Wight. Look out for the Mottistone Longstone which has been on Mottistone Down since the Bronze Age.

10 miles
route detail
Advanced
Brighstone 12

A figure of eight ride from Brighstone along gently undulating country lanes to Chale.

12 miles
route detail
Advanced
Ryde

Explore the landscape of hedgerows and woods that lie behind Ryde. Follow the cycleways and stop off at Brading for refreshments.

15 miles
route detail
Advanced
Ryde Coastal

An easy, longer ride combining coast and countryside around the eastern side of the Island.

15 miles
route detail
Advanced
Newport

The first part of this ride is along the Sandown cycleway - go there and back to Merstone for an easy ride. Based off road, on cycleways and along quiet country lanes, this route is great for beginners.

10 miles
route detail
Beginner
Carisbrooke

A fairly easy ride on country lanes through the rural heart of the island. Pay a visit to medieval Carisbrooke Castle which is en route!

12 miles
route detail
Beginner
Sandown

A short, fairly easy ride taking you through the wildlife-rich wetland of Eastern Yar. This route starts at Dinosaur Isle - why not stop off there and meet some of the Island's prehistoric residents?

Intermediate
Shanklin

There are two big hills on this route, but they're well worth it for the interest and variety on the ride! Ride along chocolate box country lanes and cycleways which take you along the Island's southern coast.

12 miles
route detail
Beginner
Red Squirrel Trail

This trail is ideal for families cycling with children of almost any age and seasoned cyclists who want a beautiful quiet cycle through some stunning countryside.

32 miles
route detail
Advanced
Round the Island

The route around the island is approximately 70 miles but will feel more like 100 by the end of the day! There are many variations that you can make, but the classic route combines long gradual ascents along the dramatic south coast.

70 miles
route detail
Beginner
Freshwater

An easy route, mainly on the road.

Beginner
Carisbrooke

A fairly easy ride on country lanes through the rural heart of the island. Pay a visit to medieval Carisbrooke Castle which is en route!

12 miles
route detail
Beginner
Sandown

A short, fairly easy ride taking you through the wildlife-rich wetland of Eastern Yar. This route starts at Dinosaur Isle - why not stop off there and meet some of the Island's prehistoric residents?

Beginner
Red Squirrel Trail

This trail is ideal for families cycling with children of almost any age and seasoned cyclists who want a beautiful quiet cycle through some stunning countryside.

32 miles
route detail
Intermediate
The Sunshine Trail

A route on varied terrain - mainly flat and perfect for beginners. There are a couple of tough hills to test your legs!

12 miles
route detail
Intermediate
Shanklin

There are two big hills on this route, but they're well worth it for the interest and variety on the ride! Ride along chocolate box country lanes and cycleways which take you along the Island's southern coast.

12 miles
route detail
Advanced
Yarmouth

Longer, but still fairly easy cycling on both cycleway and country lanes.

12 miles
route detail
Advanced
Cowes Loop

An easy, mostly flat ride (after the one hill at East Cowes).

Advanced
Parkhurst Forest

This route incorporates the perfectly flat Medina Cycleway between Cowes and Newport which is perfect for going on a short 'there and back' ride. Route 4 also incorporates a bit of off road cycling in the majestic woodland of Parkhurst Forest.

16 miles
route detail
Advanced
Brighstone 10

An excellent introduction to mountain biking, this route is easy to follow and gives wonderful views of the West Wight. Look out for the Mottistone Longstone which has been on Mottistone Down since the Bronze Age.

10 miles
route detail
Advanced
Brighstone 12

A figure of eight ride from Brighstone along gently undulating country lanes to Chale.

12 miles
route detail
Advanced
Ryde

Explore the landscape of hedgerows and woods that lie behind Ryde. Follow the cycleways and stop off at Brading for refreshments.

15 miles
route detail
Advanced
Ryde Coastal

An easy, longer ride combining coast and countryside around the eastern side of the Island.

15 miles
route detail
Advanced
Newport

The first part of this ride is along the Sandown cycleway - go there and back to Merstone for an easy ride. Based off road, on cycleways and along quiet country lanes, this route is great for beginners.

10 miles
route detail
Advanced
Round the Island

The route around the island is approximately 70 miles but will feel more like 100 by the end of the day! There are many variations that you can make, but the classic route combines long gradual ascents along the dramatic south coast.

70 miles
route detail

Bike Support

Cowes Cycling is committed to providing you with the best support possible so you can make the most of your trip to the island. We offer safe bike storage with all of our accommodation. Reserve mountain bikes from Two Elements and request delivery to your residential location on the island.
Guided rides are available for the ultimate cycling support package.

Request SupportBike Hire