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Routes
Road cycling routes
United Kingdom
England
South East England
East Cowes

Round the Island Route

Hard

4.8

(72)

4,302

riders

Round the Island Route

04:42

105km

1,110m

Road cycling

This difficult 65.2-mile road cycling route around the Isle of Wight offers stunning coastal views and challenging climbs.

Last updated: February 26, 2026

This route includes a ferry crossing

Tips

Includes a ferry crossing

Check ferry timetable.

After 105 km for 162 m

Waypoints

A

Start point

Ferry Terminal

Get Directions

1

19.8 km

Bembridge Harbour

Highlight • Viewpoint

Pretty harbour which has been designated as an SSSI.
Duver Café for coffee, cake and freshly baked pizza.
Open 0.8:30 to 16:00 daily and until 19:00 on Fri and Sat.

Tip by

2

65.9 km

Mottistone Manor Gardens

Highlight • Rest Area

National Trust Mottistone Manor, gardens, estate and café.
Seasonal opening times, please check nationaltrust.org.uk/mottistone-gardens-and-estate or call 01983741302

Tip by

3

78.3 km

Yar Swing Bridge

Highlight • Bridge

Stand & enjoy. Nothing slows you down like a moving bridge.

Tip by

4

105 km

If you feel like taking a shortcut to East Cowes you can take the chainlink ferry across this small stretch of water.

Tip by

B

105 km

End point

Ferry Terminal

Loading

Way Types & Surfaces

Way Types

78.1 km

17.5 km

6.84 km

2.44 km

< 100 m

< 100 m

Surfaces

104 km

757 m

163 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 (170 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Tuesday 5 May

16°C

8°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How long does it typically take to cycle the Round the Island Route?

Komoot estimates the full circuit takes around 4 hours and 41 minutes of active cycling time. However, this is a challenging route, and your actual duration will depend on your fitness level, the number of stops you make for refreshments or sightseeing, and weather conditions. Many cyclists choose to break it into sections over a day or two.

Is the Round the Island Route suitable for beginners?

No, the Round the Island Route is considered a difficult and challenging ride, best suited for experienced road cyclists with very good fitness. The terrain is described as "restlessly climbing or descending," featuring substantial cumulative elevation gain and numerous "short, sharp hills."

Where can I park or access the route?

You can start the route from any point, but common and convenient access points are the ferry terminals at Yarmouth, Cowes, and Ryde. These locations typically offer parking facilities and are well-connected for public transport if you're arriving on the island.

What is the best time of year to cycle the route?

The spring and summer months generally offer the most pleasant weather for cycling. However, be aware that sections of the route, particularly around the Military Road, can be exposed to strong southerly winds, which can add to the challenge regardless of the season. Always check the forecast before you set out.

What kind of terrain and road conditions can I expect?

The route features diverse terrain, with roads rarely staying flat for long. You'll encounter a mix of "small, well-surfaced roads with little traffic" and "charming, quiet country lanes." There can be short stretches on main roads and, occasionally, some gravel sections, especially between Freshwater and Yarmouth, which road cyclists might prefer to avoid. Expect significant climbing and descending throughout.

What are some of the scenic highlights along the way?

The route offers stunning and varied scenery, including dramatic white cliffs, expansive sea views, and classic English countryside. You'll pass charming villages with thatched houses and enjoy views over the Solent towards Portsmouth. Specific highlights include Bembridge Harbour, the dramatic cliffs at Freshwater, and the picturesque marinas at Yarmouth and Cowes, where you'll find the Cowes Floating Bridge (Chain Ferry).

Are there any specific regulations or permits needed to cycle within the Isle of Wight National Landscape?

No specific permits or entrance fees are required to cycle the Round the Island Route within the Isle of Wight National Landscape. However, please respect the natural environment, stick to designated paths, and follow the Countryside Code. Be mindful of local wildlife and other trail users.

Is the Round the Island Route dog-friendly?

While the route is primarily on roads and suitable for cycling, bringing dogs along for the entire 70-mile circuit on a bike might be challenging. If you plan to cycle with a dog, ensure they are safely secured in a bike trailer or basket and that you plan frequent stops. Always keep dogs on a lead when off the bike, especially near livestock or in populated areas.

Does the route intersect with other well-known paths?

Yes, while the Round the Island Route makes up 97% of this tour, it also briefly intersects with sections of other paths. Notably, it crosses parts of the Isle of Wight Coastal Path, the Yar River Trail, and National Cycle Route 23.

Are there places to stop for refreshments or accommodation along the route?

Yes, the route passes through or near several towns and villages where you can find places to stop for refreshments, meals, and accommodation. The Isle of Wight is well-equipped with cafes, pubs, and guesthouses, especially in popular areas like Yarmouth, Cowes, and Ryde, as well as smaller villages along the coast.

Which direction is best to cycle the route?

The route can be tackled in either direction. It is well signposted with blue and white signs: blue island shapes indicate the anti-clockwise direction, and white island shapes indicate the clockwise direction. Some cyclists prefer cycling clockwise to keep the sea on their left for continuous views, but the anti-clockwise direction is also popular.

Nearby routes

Hard

4.8

4,302

Round the Island Route

04:42h

105km

1,110m

Trail Reviews

Mark Boden
May 5, 2024, Annual IoW Randonnee 2024

Love this event, great day out as always. Great to catch up with some of my CTC Wessex buddies.

Starting at Ryde Pier and then to the first checkpoint at Wootton, here is the complete Isle of Wight Randonnee route for road bikes (so no gravel sections on this route). The randonnee is a fantastic event, non competitive and the volunteers at the checkpoints are all stars! The route is permanently signposted on the IOW clockwise and anti-clockwise. It is a tough ride with 1800m elevation including Military Road but there are lots of great pubs and cafes to stop at and viewpoints to take it all in. Enjoy the ride if you do this one! The official randonnee is on the Sunday before the May bank holiday...well worth getting out to the IOW to take part and it's free! Ride on👍🏾

Don't think that elevation is correct. Garmin gives 4852ft

Great ride with stunning views and nice hotspots for a short break.

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