Isle of Wight Ultra Challenge

MAY
1-2
2027
A multi-distance coastal trek and trail event from Chale on 2–3 May 2026, offering routes from a 10 mile option to a 106 km full island challenge, with GPS tracking, staffed rest stops, medical cover, camping and shuttle transfers.
1-2 May 2027
106 kilometers 50 kilometers 25 kilometers 10 miles

Always double-check with the organizer's website! This page may contain affiliate links.

Isle of Wight Ultra Challenge

The Isle of Wight Ultra Challenge is a coast‑path trek and trail event held from Chale basecamp on 2 - 3 May 2026. The route runs along the island’s southern cliffs, past the Needles, up to Cowes and for some options on to Ventnor, returning to Chale for the full route. Participation can be by walk, jog, or run.

Distances available:

  • 106 km Full Island
  • ~50 km option
  • 25 km option
  • Cowes 10 Mile

Multiple challenge formats are offered, including 1/2 and 1/4 island challenges, a Southern 50K loop, a Solo Start option, an Ultra March option, and a Trailblazerz option. The event provides rest stops approximately every 12.5 km with major stops every ~25 km; these have marquee cover, catering, seating, toilets, changing rooms, and medical and welfare tents. Pink arrows and glow-sticks mark the route with GPS tracking available through an event app. A timing system scans participants at rest stops and progress is monitored by a central control room with access to mobile emergency medical teams.

Camping is available at the Chale basecamp and a Cowes midway site for multi-day options. Shuttle services and transfers operate from Cowes Ferry Port and parking is available. Finishers receive a medal, T-shirt, a glass of fizz, a meal, and an official challenge certificate. Visit the organization's website for the most recent information.

106 km
Full Island
50 km
Southern 50k Loop
50 km
1/2 Island
25 km
1/4 Island
10 mi
Cowes 10 Mile
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.