Isle of Wight Ultra Challenge

A challenge event you can take on at your pace. Join us for the Isle of Wight Challenge and take on the island’s coastal path. 2,000 adventurers of all experience levels will walk, jog or run.

Sign up now

Great challenges need great settings, and up to 2,000 adventurers will take on the Isle of Wight stunning coastal path – all out to push themselves further. It’s along the spectacular southern cliffs, past the iconic Needles, and up to historic Cowes. For Full Island challengers it’s on to historic Ventnor, and back to our welcome basecamp in Chale after an epic 106km journey. You’ll get full support & hospitality all the way, and with 3/4, 1/2, & 1/4 Island Challenges + the very scenic ‘Southern 50 Loop ‘ & 10 mile ‘Cowes Medina Estuary’ options also available – there’s an Isle of Wight Challenge for everyone!

Challenge Highlights

Our Chale basecamp in the south makes a perfect start / finish venue. The coastal path is one of the best – with amazing views, ups & downs, cliffs & sandy beaches, iconic Needles, Cowes with its famous marinas, and historic resort towns of Ventnor, Shanklin & Sandown. If you’ve not been to the Isle of Wight – you’ll love it – and with a fantastic Ultra Challenge to take on – it will be an unforgettable May bank holiday weekend

As Rainbow Trust are an official partner on this event, you get a 25% discount on the registration fee when signing up to support us.

WHAT YOU’LL GET:

  • Inclusive & fun event with a great atmosphere and camaraderie
  • Choose your distance - 106KM/52KM/54KM/50KM/10MILE
  • Walk, jog, or run – it’s your challenge, your way!
  • A fully signed route, with a team of ‘Trekmasters’ out on the trail with you
  • Regular covered rest stops, with free food & drink, massages and medics
  • An epic finish line moment, with a glass of fizz, medal and t-shirt
  • Camping, transfer and parking options to make getting there & away easy
  • Full fundraising support, and a choice of fundraising options

Event details

  • 2-3 May 2026
  • Isle of Wight
  • Minimum fundraising: £100 / £275 / £375 / £475 / £575 depending on distance
    Cost: £20 / £30 / £40 / £45 / £50 depending on distance

Why fundraise for Rainbow Trust

Sign up now