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. Join the Zurich S&D team in support of Dementia UK, 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 – there’s an Isle of Wight Challenge for everyone!












Ultra Challenge® events are open to everyone — inclusive, accessible, and designed for all abilities, fitness levels, and experience.
Your team will focus on the distance options starting in Chale, and you can choose whichever suits you best. Most participants will walk, but if you’d prefer to jog or even run — that’s absolutely fine! If you do plan to run, be sure to select that option on the registration form.
The Isle of Wight Ultra Challenge® promises to be fun, safe, and rewarding, with full support every step of the way. It’s a chance for colleagues to push themselves further, raise funds for Dementia UK, and enjoy a fantastic team day out.
Check out your Challenge options…
Choose your distance & Fundraise for Dementia UK (who pay for your place)
£0 Reg Fee & at least
£575 fundraising/sponsorship
£0Reg Fee & at least
£475 fundraising/sponsorship
£0Reg Fee & at least
£375 fundraising/sponsorship
£0 Reg Fee & at least
£275 fundraising/sponsorship
You are taking on the Isle of Wight Challenge in support of Dementia. Use the link below to visit your Benevity Team fundraising page. All of the teams’ fundraising will be gathered on this page. Make sure you direct any donations you receive to this page!
50% of your personal fundraising target must be raised by the registration deadline stated above – 24th March 2026
Use the link below to book extras such as parking and bus transfers.
If you plan to camp on use the ‘Book Camping’ button below.
If you’d like to camp on Friday and/or Saturday at Chale, you can book this below. You can also book camping at Cowes on Saturday night. All camping costs are covered by Zurich.
You must be 18 or over (on the day of the challenge) if taking on a Full Challenge (~100km) or Three Quarter Challenge (~75km); 16+ and accompanied by an adult if taking on a Half Challenge (~50km ), 14+ and accompanied by an adult if taking on a Quarter Challenge (~25km) or Marathon); for a Half Marathon aged 12+ and accompanied by an adult; and finally 8+ & accompanied by an adult for a 10km/mile Challenge.
Under 18s taking part must be signed up by someone over 18.
You’ll receive a ‘transaction receipt’ (via email) along with a Confirmation Email. This will provide details regarding any next steps, timelines you need to be aware of, and how & where to find all the info / details you’ll need for your Challenge. (NOTE– If you don’t receive that e mail within 12 hours, please check your spam/junk mail folders)
You will receive your Start-time email 4 weeks before the challenge takes place.
You will receive your e-ticket email between 10 and 14 days before the challenge takes place.
(NOTE– If you haven’t received your start-time/e-ticket email within 3 weeks/7 days of the challenge, please check your spam/junk mail folders and let your designated event coordinator know)
If your team are doing Option 2 or 3, you can expect to hear from your charity within 14 days. If you do not hear from them – please contact them directly, and also email us at charity@actionchallenge.com & we will follow up with the charity for you.
Yes – as long as you are fundraising for the same charity, you can create a team fundraising page on Just Giving (we recommend letting your charity know this is how you will be fundraising together). However, please be advised that the minimum fundraising targets remain per person (not per team), so you will need to reach the combined total fundraising amount on your page for your group.
Follow the link in the fundraising section on this page. Alternatively, follow the link in the confirmation email you receive after your register.
Individual page: When you follow the link, it will have already pre-selected your challenge and your charity. All you need to do is enter your personal details and begin fundraising.
Team page: First, complete the same as above. Once you have created your own page, then link it to your teams Group Page.
Only Applicable to Option 2 & 3
All sponsorship goes direct to the Charity via your individual/group JustGiving page.
At least 50% of the ‘sponsorship target’ MUST be with the Charity 3 weeks prior to the Challenge. At this time the Charity agrees to pay the fee for your place to Ultra Challenge (similar to the Self Funding cost – or half of it for Mixed Funding as you’ve already covered half).
Failure to meet the deadline may result in cancellation of your place by your charity.
The remaining 50%, and any extra, should be with your Charity by 4 weeks after the Challenge.
Speak to your charity directly – they will be able to offer you support and help to reach your fundraising target. Only 50% of the target has to be reached by the registration deadline. You have time after the challenge to keep on fundraising.
If you don’t reach 50% of the target, the charity may decline to pay for some team places. If the charity don’t have the minimum amount fundraised, they risk making a loss on any places they pay for. It’s in their hands!
If this happens, your team will have the option to cover the difference or switch to a different funding option. We will be in touch with you with alternative options.
Please refer to the registration deadline provided on this page, pasted red in the ‘Getting Started’ section.
As a general rule, the registration deadline for corporate teams will be 25 days before the event takes place. Our advice would be to sign up as soon as possible!
CANCEL YOUR PLACE BEFORE THE REGISTRATION DEADLINE.
If you have already signed up, but then you need to cancel your place – get in touch with your team coordinator immediately. We also recommend getting in touch with us at – corporate@ultrachallenge.com – let us know your team name, event and distance. We can assist you in cancelling your place.
If you wish to cancel your place, but the deadline has passed, you/your company will not receive a refund.
Visit the ‘HELP CENTRE’ on the Ultra Challenge Website:
If you still need additional help or guidance – you can contact the Ultra Challenge Team at:
Tel: 0207 609 6695
Our Chale start looks over the dramatic coastline to the west, and the route follows the coast with ups & downs around past the ‘Needles’. Then it’s northwards to the halfway in historic Cowes – a welcome stop where a hot meal & a massage awaits. We head around to Ryde, Bembridge, and another major rest stop at Culver Down for some hot food – before the final stretch back into Chale. An epic Challenge!
106 km & ~1800 metres
Every 10-15km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more.
There’s optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join & exit. These include:
Chale – Friday Evening
There’s the ULTRA MARCH®category for walkers aiming to do 100 km in less than 24 hours (or 50 km in under 12 hrs). 8.30am start.

ULTRA TRAILBLAZERZ® for ambitious runners with an eye on the clock and a ‘time goal’ of sub 13 hrs (male) & 14 hrs (female) for 100km+ on this Challenge. 7.0 am start.

Ultra Challenge® 50 km and 100 km events are fully ITRA-certified and officially recognised as UTMB Index races. 4 ITRA points available.
A perfect choice if you’ve done a Half Challenge before – and want to ‘up’ the distance without committing to a ‘Full’ option. The route is 3/4 of the Full Challenge – so starts at the Chale basecamp, heads around the fantastic southern section – on to Cowes, and then a final quarter to a finish line at Culver Down after a tough 82 km – with its stunning views over to Sandown & Shanklin beaches. Do it as a ‘continuous’ challenge – OR rest overnight after the 1st 52 km & camp at our Cowes basecamp (or hotel/ B&B) – and do the remaining quarter on Sunday morning – with plenty of time to then travel home!
82 km & ~1300 metres
Every 10-15km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more.
There’s optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join & exit. These include:
Chale – Friday evening
Cowes – Saturday evening
52 km & ~900 metres
Every 10-15 km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more.
There’s a of optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join and exit – and to provide flexible options for your planning. These include:
Chale – Friday evening
OR/ AND – Cowes – Saturday (camping also available Friday evening – with morning shuttle to start)
There’s the ULTRA MARCH®category for walkers aiming to do 100 km in less than 24 hours (or 50 km in under 12 hrs). 8.30am start.

For 2026, there’s ULTRA TRAILBLAZERZ® for faster, competitive, runners with an eye on the clock and a ‘time goal’ of sub 6 hrs (male) & 6.5 hrs (female) for 50km+ on this Challenge. 6.45am start.

Ultra Challenge® 50 km and 100 km events are fully ITRA-certified and officially recognised as UTMB Index races. 2 ITRA points available.
The first half of the Isle of Wight is stunning! Starting from Chale, you will take on 52 km along this scenic section of the Island. Setting out across the areas of natural beauty with great viewpoints from the southern cliffs to the Needles, you’ll climb 900 m, with stops along the way to keep you energised! Your finish line is at historic Cowes, where a big celebration, a medal, a sit down & hot meal awaits!
Our 1st Quarter 25 km Challenge starting from the Chale basecamp gives you the best of the Island’s dramatic scenery along famous southern coastline – finishing near the iconic Needles, for a Picnic lunch. With a 1/4 – there’s plenty of time left for an evening celebration on the Island!
25 km & ~500 metres
Every 10-15km under marquees with toilets, changing rooms, medics, rest areas, hot drinks, water & snacks and much more.
There’s a full range of optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join and exit – and to provide flexible options for your planning. These include:
Chale – Friday evening
CHALE – MAIN START VENUE (0 km) – Friday before your challenge (generally suits Full 106 km, 3/4, 1st Half, 1st Quarter Challengers).
Chale start venue is also the main finish – Saturday night is bookable for ‘fast finishers’ (runners / joggers), ‘Cross Island’ challengers + may suit 4th Quarter Challengers (then transfer back to start early Sun am).
COWES HALF WAY VENUE (53 km) – Friday or Saturday night – works on Friday for ‘Cross Island’ before your challenge or on Saturday for the ‘2 Day Daylight Full 106 km’ option for overnight sleep / recovery – AND also works for ‘1st Half Finishers’ & for the early Sunday morning 2nd Half starters.
ALL-INCLUSIVE PACKAGES OR ‘PITCH ONLY’ OPTION (inc Camper Vans) ARE AVAILABLE
For any additional campers reserve a spot on an already booked Pitch ONLY/Campervan option on our campsite. (Please ensure when booking for extra campers you have already purchased a Pitch ONLY/Campervan space).
Parking for your vehicle is available at :
Shuttle busses to help with your logistics:
After your challenge:
Friday Night Dinner – available to book for anyone staying at Chale (basecamp) on Friday night. Friday Night Dinner – is NOT available on Cowes.
Saturday Morning Breakfast – available to participants beginning their challenge on Saturday morning at Chale (basecamp) NOT at Cowes. Breakfast the following morning is only included in Inclusive camping packages – if you are have booked Pitch only or Campervan you will need to book these separately.
Sunday Morning Breakfast – available to participants beginning their challenge on Sunday morning at the IOW Showground (Cowes) & Chale. Breakfast the following morning is only included in Inclusive camping packages – if you are have booked Pitch only or Campervan you will need to book these separately.
10 Mile Meal – If you have taken part in the Medina 10 Mile there is an option to book a hot meal post challenge
NO NEED TO PRE BOOK – AND IS AVAILABLE ON THE DAY AT YOUR START (Pay cash or Card)