4.8
(72)
4,302
riders
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
Start point
Ferry Terminal
Get Directions
19.8 km
Highlight • Viewpoint
Tip by
65.9 km
Highlight • Rest Area
Tip by
78.3 km
Highlight • Bridge
Tip by
105 km
Highlight • Structure
Tip by
105 km
End point
Ferry Terminal
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
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.
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.
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."
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.
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.
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.
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).
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.
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.
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.
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.
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.
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.