Isle of Wight Ultra Challenge

MAY
1-2
2027
Coastal trek and trail event on the Isle of Wight with routes from 10 mile to 106 km, regular support stations, camping, transfers and GPS tracking.
1-2 May 2027
106 kilometers 53 kilometers 50 kilometers 25 kilometers 10 miles

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Isle of Wight Ultra Challenge

The Isle of Wight Ultra Challenge is a trek and trail running event based at Chale basecamp on the island’s southern coast. The route runs along southern cliffs, past the Needles, up to Cowes and for full island participants on to Ventnor and back to Chale. Registration for 2027 is open.

Distances available include:

  • 106 km full island route
  • ~50 km option
  • 25 km option
  • 10 mile Cowes route

The event provides regular support along the route with covered rest stops roughly every 12.5 km and major rest stops about every 25 km. Rest stops include marquee cover, catering, seating, changing rooms, toilets, medical and welfare tents. The route is signed with pink arrows and glow-sticks at night. A timing system scans participants at rest stops and an event App offers GPS tracking.

Catering includes snacks and drink stops every 12.5 km, main hot meals every 25 km, options for different dietary requirements, and a finishers meal. Medical provision includes doctors, paramedics, first aiders, podiatrists and massage teams, plus self help areas with basic blister supplies and a 24 hour Control Room to summon emergency teams.

Other logistics and options include camping packages at Chale and Cowes with showers, shuttle buses and transfers from ferry ports, parking, a solo start option, an Ultra March option and a Trailblazerz option. Finishers receive a medal, a T shirt, a glass of fizz and an official challenge certificate. An early bird offer for 2027 included a low entry fee, a free tech T shirt and a virtual challenge and ended 31 August 2026. Visit the organization's website for the most recent information.

106 km
Full Island
53 km
Southern 50k Loop
50 km
Half Island
25 km
Quarter Island
10 mi
Cowes 10 Mile

Events nearby

A steep, scenic trail run in Godshill offering a 5K one-loop option and a 10K two-loop option with 738 ft of climb. A relaxed community fundraising event with no chip timing and local charity support.
Three fell races around Ventnor on the Isle of Wight offer routes from 3.8 km to 21 km with notable ascent. The series follows FRA rules, has entry limits and also serves as the SEAA Fell Running Championships.
Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.
Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.
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