The Challenge

Great challenges need great settings, and up to 2,000 adventurers will tackle the Isle of Wight’s stunning coastal path over the bank holiday weekend. Take it on at your pace as a walk, jog, or run - and fundraise for your favourite charity! It’s along the spectacular southern cliffs, past the Needles, and up to historic Cowes. For Full Island challengers it’s on to Ventnor, and back to our welcome basecamp in Chale after an epic journey! Join as an individual or as a team; you’ll get full support all the way, plenty of food & drink, optional camping& transfers, a special medal, T shirt and celebration finish. With distance options ranging from the full 106km, down to the ‘Medina 10 mile’ – there’s an Isle of Wight Ultra Challenge for everyone! Push yourself further in 2026, take on an Ultra Challenge – the UK’s No.1 Series of treks & trail challenges.

The route

Distance options

• Full Challenge (106km) - Chale loop
• 3/4 Challenge (76km) - Chale to Culver Down
• 1st Half (53km) - Chale to Cowes Showground
• 2nd Half (47km) - Cowes Showground to Chale
• Southern 50 (50km) - Chale loop
• 1st Quarter Challenge (29km) - Chale to The Needles
• 4th Quarter Challenge (29km) - Culver Down to Chale
• Medina Challenge (10km) - Cowes Showground loop

Fundraising

You only need to raise half of the fundraising target 3 weeks ahead of the Cotswold Way Challenge to confirm your place - you can then top up the rest during, and after, the challenge!

Charity sponsorship - pay a small registration fee and do lots of fundraising!
Remember you only need to raise half of the fundraising target to confirm your place.

Full Challenge (100km) - £50 registration fee + £575 in fundraising

3/4 Challenge (75km) - £45 registration fee + £475 in fundraising

Half Challenge (50km) - £40 registration fee + £375 in fundraising

Quarter Challenge (25km) - £30 registration fee + £275 in fundraising

10 Mile Challenge - £20 registration fee + £100 in fundraising

Mixed Funding - pay a higher contribution to the cost of your place and fundraise less. 

Full Challenge (100km) - £110 registration fee + £330 in fundraising

3/4 Challenge (75km) - £90 registration fee + £270 in fundraising

Half Challenge (50km) - £75 registration fee + £225 in fundraising

Quarter Challenge (25km) - £50 registration fee + £150 in fundraising

10 Mile Challenge - £22.50 registration fee + £70 in fundraising

Don't worry, we're on hand to help you reach your goal, with lots of fundraising materials at the ready! Please get in touch for a chat if you have any questions, we're always happy to hear from you.

FAQs

For further information about the challenge, its inclusions, and FAQs, please visit the official organiser's website or email [email protected].

If you have any fundraising questions, you can get in touch with a member of the Events team by getting in touch on the contacts below, and we will be delighted to help.