ISLE OF WIGHT
Ultra Challenge®

3 - 4 MAY 2025

Great challenges need great settings, and up to 2,000 adventurers will take on stunning coastal path – all out to push themselves further – and you can fundraise for Breast Cancer Now. It’s along the spectacular southern cliffs, past the iconic Needles, and up Cowes. For Full Island challengers it’s on to 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 + 10 mile ‘Medina Estuary’ option also available – there’s an Isle of Wight Challenge for everyone!

The Ultra Challenge® Experience

UK’s #1 Endurance Style Events for ALL Experience Levels.

Choose your Challenge, support your favourite charity – do it at your pace, and there are 20 events in the Series with distance options to suit all! The ‘famous’ Ultra Challenge support enables you to go further, whilst enjoying the great outdoors & camaraderie. There are marquee rest stops, lots of food & drink, medical & massage teams, with a fully signed route to guide you. A big finish-line celebration awaits with an amazing sense of achievement, and once the aches subside you’ll feel energised, and up for more of life’s real challenges! 

Push Yourself Further in 2025

Good preparation & smart planning are key, and from the moment you sign up you’ll have access to our Challenge App – with training guides, optional training walks, maps, online forums, and the latest news & updates.

Rest Stops every ~12.5 km with ‘major’ ones every ~25 km, and are much more than the shaky gazebo with water that you see on some events. We’ve marquee cover, large medical & welfare tents, catering services, seating areas for recovery, changing rooms, and a friendly welcome!

There’re pink arrows to guide you, distance markers, glow-sticks at night, hazard signs, and a route map in the App. Our ‘Trek Masters’ organise group departures at night so nobody has to walk solo. Our chip timing system enables our Control Room, and your friends / family, to track your progress through the Rest Stops.

Keeping you well fed & hydrated is key. We pride ourselves on the quantity & quality of our catering, and meals, snacks & drinks are included!

  • Snacks & drink stops every 12.5 km
  • Snacks – from the healthy to treats
  • Picnic at 25 km (for 50km participants)
  • Energy drinks
  • All dietary requirements catered for
  • Lighter options for ‘runners’
  • Finishers hot meal 50 km (picnic for 25km & 10km)

We’ve experienced Doctors, Paramedics, First Aiders, Podiatrists, and Massage Teams at Rest Stops. There’re ‘Self Help’ areas with blister plasters, talc, Vaseline, and tape if you want to patch your own feet. Our mobile Emergency Medical Teams are only a phone call away, via our 24 hour Control Room

We don’t want you to forget that finish-line moment – our Cheer Squad will ensure you won’t! You’ll get a medal, finisher’s T-shirt, and a glass of fizz, before heading to a BBQ and a well earned rest. Download your official Challenge certificate when you’re ready.

There’re shuttles to local train stations for onward travel, and most finish lines have parking so supporters can meet you. We’ve bus ‘transfers’ to / back to key venues (eg the start) – and check out the ‘Bookable Extras’ for details of all transport options.

Your Challenge
Your Way!

Whether you’re a walker and new to challenge events, an experienced trekker, a marathon enthusiast upping the distance, or a seasoned ultra runner – there’s an Ultra Challenge® you!  Walk, Jog, or Run at your pace, as an Individual or a Team, for your favourite charity. There’s an Ultra March® option for ‘fast walkers’ – and a new ‘Solo Challenger’ start time to join up with others. The Isle of Wight Ultra Challenge is fun, safe, & rewarding – with full support all the way, enabling you to push yourself further in wonderful coastal scenery, and enjoy a great weekend away.

Check out which Challenge is for you….

2025 Winter Deal

FREE tech T Shirt  worth £20 + Save up to 75% OFF Reg Fee!

Ends 1st December ’24

T-Shirt Deal Excludes Winter Walk & 10K/mile Events.

How to Join

Sign up online & pay a Registration Fee. You’ll get a confirmation email, which includes a link’ to set up your online JustGiving sponsorship page. You’ll also get access to the ‘Challenge App’ which holds all the details about the event.

Check out the ULTRA MARCH® option if you’re a walker and want to hit a ‘fast pace’. We also have a new SOLO CHALLENGERS START TIME – if you want to meet others!

Choose how you want to join the Challenge  – register via that option and its associated online form. Then enter your personal details.

  • Option 1 – Sponsorship for Charity
  • Option 2 – Mixed Funding for Charity
  • Option 3 – Own Place Charity Fundraising

 

* A ‘Platform Booking Fee’ of 3% is applied to all event registrations.

Confirm the challenge distance you’ll take on (Full ~100km / 3/4 ~75km /Half ~50km / Quarter ~25km / 10km etc) and then select a provisional start time slot (actual start times are confirmed 4 weeks prior to the event, and for Teams – it will be as per the Team Captain’s choice).

The ‘ULTRA MARCH’ option is for WALKERS who want to hit a sub 24 hour pace (for 100km) or a sub 12 hour pace (for 50km) with a group of like minded challengers – all starting together with experienced ‘pace setters’. You can opt in to this format & start time on the Registration Form.

SOLO CHALLENGERS – if you’re signed up on your own, and want to meet up with others – we have a special ‘Solo Challengers Start Time‘ – which you can opt into if you wish (on the Registration Form).

Everyone has to register as we require personal details & declarations. Within the form you can choose to ‘Create’ or ‘Join’ a Team. Teams can be of any size – members can opt for the same or different funding options, charities, or distances.

  • Create a Team – you become the Team Captain. You need a Team Name, and a Password for others to join. Then invite friends & family to join you!
  • Others join the Team as they register, by searching for the Team Name & using the Password
  • Team Start Time – is as per selected by the Team Captain

All sponsorship goes direct to the Charity via your online JustGiving page. At least 50% of the ‘sponsorship target’ should be with the Charity 3 weeks prior to the Challenge. At this time the Charity agrees to pay a Fee for your place to the Organiser (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.

 

There’s a range of optional extras designed to make the planning for, and joining, your challenge easier. Sign-up to your chosen Challenge first – and you can then book any optional extras later / separately (see below for details).

Looking for a great event for your team without all the hassle, risk, or costs of organising it? These events are the PERFECT solution!

Your Team will be energised, exercised, bonding & motivated on a fun, accessible, safe, high quality outdoors event. With optional hospitality packages available – make an Ultra Challenge® your company’s special event in 2025 – supporting your ‘charity of the year’.

FIND OUT MORE >>

Get in Touch:

corporate@actionchallenge.com

Costs & Fundraising

Select your Option below to start the sign-up process. Reg Fees are paid online & Fundraising goes to the charity via an online JustGiving sponsorship page that you’ll need to set up (look for the link within the ‘Confirmation Email’ you’ll receive).

With ‘Full Sponsorship For Charity’ (Option 1) – the Reg Fees below are 50% OFF standard fees – as you’ll be fundraising for an official SERIES CHARITY PARTNER 

Option 1

FULL SPONSORSHIP
FOR CHARITY

Pay a small Reg Fee & Fundraise for a chosen Charity (who pay for your place)

FULL CHALLENGE ~100km

£50 Reg Fee & at least
£575 fundraising/sponsorship

3/4 CHALLENGE ~75km

£45 Reg Fee & at least
£475 fundraising/sponsorship

1/2 CHALLENGE ~50km

£40 Reg Fee & at least
£375 fundraising/sponsorship

1/4 CHALLENGE ~25km

£30 Reg Fee & at least
£275 fundraising/sponsorship

10 M CHALLENGE ~10 Mile

£20 Reg Fee & at least
£100 fundraising/sponsorship

Option 2

MIXED FUNDING
FOR CHARITY

Pay for half your place cost & fundraise less for Charity (who pay half of your place cost)

FULL CHALLENGE ~100km

£110 Reg Fee & at least
£330 fundraising/sponsorship

3/4 CHALLENGE ~75km

£90 Reg Fee & at least
£270 fundraising/sponsorship

1/2 CHALLENGE ~50km

£75 Reg Fee & at least
£225 fundraising/sponsorship

1/4 CHALLENGE ~25km

£50 Reg Fee & at least
£150 fundraising/sponsorship

10 M CHALLENGE ~10 Mile

£22.50 Reg Fee & at least
£70 fundraising/sponsorship

Option 3

OWN PLACE CHARITY
FUNDRAISING

Pay for your place & fundraise whatever you can for a Charity (small admin fee to charity)

FULL CHALLENGE ~100km

£199 Fee paid online &
fundraise whatever you can

3/4 CHALLENGE ~75km

£169 Fee paid online &
fundraise whatever you can

1/2 CHALLENGE ~50km

£139 Fee paid online &
fundraise whatever you can

1/4 CHALLENGE ~25km

£89 Fee paid online &
fundraise whatever you can

10 M CHALLENGE ~10 Mile

£39 Fee paid online &
fundraise whatever you can

Active Network logo

NOTE – Our registration system provider is Active Network – you’ll need to create an account, or log into an existing one as you register. All Reg Fees are paid online. A 3% Platform Booking Fee applies to all transactions.

OFFICIAL FUNDRAISING PARTNER

Bookable Extras

A range of optional extras designed to make the planning for, and joining, your challenge easier. Sign-up to your chosen Challenge first- and you can then book any optional extras later / separately. 

GOING LIVE OCT 24

FAQs

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 welcoming you, and detailing 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. (NOTEIf you don’t receive that e mail within 12 hours, please check your spam/junk mail folders)

You can expect to hear from your charity within 14 days. If for some reason 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.

We ensure that registered teams are assigned the same start wave (where distance/challenge option allows), and your team name will be printed onto your bib.  

There are no restrictions on our regular teams – you can be any mixture of charities / distances / funding types (i.e. Self Funding, Charity Sponsorship or Mixed Funding), and can have any number of members. (even 2).

Even if you are not fundraising for the same charity, you can still create a challenge team with us.

Whilst you are signing up and registering for your challenge – in the TEAM INFO section (towards the end of the registration questions), you will be asked if you would like to ‘Join a team’ or ‘Create a team’.

If selecting to create a team, you will be asked to create a Team Name and Password. Subsequent team members can then register and select to join your team, and will need to provide the team password in order to join it.

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. 

If you are entering on a Charity Sponsorship or Mixed Funding place then NO – you must select one prime charity for your fundraising. This is because your charity will be paying for a portion of your place on the event (out of the fundraising that you generate). If you wish to also fundraise for another charity, you can do so on your own terms but only as long as you reach the minimum fundraising target your first/prime charity.

If you join as ‘Own Place Charity Fundraising’ however, you have complete flexibility on who you fundraise for – with no targets or deadlines.

All sponsorship goes direct to the Charity via your online JustGiving page – WHICH YOU MUST SET UP.

At least 50% of the ‘sponsorship target’ should be with the Charity 3 weeks prior to the Challenge. At this time the Charity agrees to pay a Fee for your place to the Ultra Challenge Organiser (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.

All charity sponsorship and mixed funding places close 4 weeks before each challenge, so that you have enough time to fundraise and reach your target. Self funding places close for online registration on the Tuesday before each challenge.

Visit the ‘HELP CENTRE’ on the Ultra Challenge Website:

HELP CENTRE >>

If you still need additional help or guidance – you can contact the Ultra Challenge Team at:

info@ultrachallenge.com

Tel: 0207 609 6695

 

Read the 2025 Terms & Conditions

18 Amazing Challenges

200,000+ adventurers have done an Ultra Challenge®, and the 18 events make up the UK’s biggest & best series of treks & trail runs – which have raised £60+ million for UK charities. Whichever challenge you choose, you’ll get full support so you can set a new goal, enjoy the British countryside, and Push Yourself Further! Whoever you are – If you’re up for a challenge, it has to be an Ultra Challenge®

Map

Lake District Ultra Challenge

7-8 June 2025

100 km loop + Half  + Marathon + Quarter Challenge options & Ambleside 10K

FULL DETAILS >

1 of 17

Isle of Wight Ultra Challenge

3-4 May 2025

106 km ‘Full Island’ Loop + Half & Quarter Island options AND  ‘Cross Island’ & Medina 10 Mile challenges.

FULL DETAILS >

2 of 17

London 2 Brighton Ultra Challenge

24-25 May 2025

100 km + Half, Marathon & Quarter Challenge distance options + Brighton 25 km Loop!

FULL DETAILS >

3 of 17

South Coast Ultra Challenge

6-7 Sept 2025

100 km + Half & Quarter Challenge options

FULL DETAILS >

4 of 17

Jurassic Coast Ultra Challenge

17-18 May 2025

100 km + Half & Quarter Challenge options AND Marathon & Bridport 10K

FULL DETAILS >

5 of 17

Thames Path Ultra Challenge

13 – 14 Sept 2025

100 km + 3/4 + Half & Quarter Challenge options & Henley 10K

+ Thames Bridges 25km Trek (Sat – Central London)

+ Friday Moonlight 10K Walk (Central London)

+ The Henley 10K (Sunday)

FULL DETAILS >

6 of 17

South West Coast 50 Ultra Challenge

2 August 2025

50 km Loop + 25 km & 10 km Challenge options

FULL DETAILS >

7 of 17

The Bath 50 Ultra Challenge

29 March 2025

50 km Loop + 25 km & 10 km Challenge options

FULL DETAILS >

8 of 17

Gower Peninsula Ultra Challenge

19-20 July 2025

100 km (fig. of 8) 50 km Loops (West & East) + Marathon + 25 km & 10 km Challenge options

FULL DETAILS >

9 of 17

Peak District Ultra Challenge

28-29 June 2025

100 km (Fig. of 8) + Half (loop) & Quarter Challenge options & The Bakewell 10 Mile. 

FULL DETAILS >

10 of 17

Cotswold Way Ultra Challenge

21 – 22 June 2025

100 km + 3/4 + Half & Quarter Challenge options. + Cirencester 10K

FULL DETAILS >

11 of 17

Chiltern 50 Ultra Challenge

27 Sept 2025

50 km Loop + 25 km & 10K Challenge options

FULL DETAILS >

12 of 17

North Downs 50 Ultra Challenge

12 July 2025

50 km Loop + 25 km & 10km Challenge options.

FULL DETAILS >

13 of 17

Easter 50 Ultra Challenge

Sat 12 April 2025

Windsor

50 km, 25 km, 0r 10 km Loops from racecourse basecamp.

FULL DETAILS >

14 of 17

London Winter Walk

25 & 26  January 2025

Marathon, Half Marathon, 10 km or 5 km looped routes – The Oval Start / Finish

FULL DETAILS >

15 of 17

London Halloween Walk

Sat 25 October 2025

25 KM or 10 KM spooky looped route options. Start / finish – The Oval Cricket Ground ‘dungeon’,

FULL DETAILS >

16 of 17

NEW – Kent Downs 50 Ultra Challenge

Sat 11 October 2025

50 KM, 25 KM or 10 KM looped routes options. Start / finish – The Kent Showground nr. Maidstone.

FULL DETAILS >>

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Full Continuous
106 KM

Chale to Chale

3 - 4 May 2025

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

  • Start: Chale Recreation Ground, Chale 
  • Start times: 7am for runners,  7am – 9.30 for joggers & walkers
  • Finish: Chale Recreation Ground, Chale 
  • Finish times: Runners 9 – 16 hrs, joggers 16 – 20 hrs, walkers 20 – 36 hrs

Every 10-15km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more. 

  • Snacks & drinks – every 10-15 km
  • 25 km – picnic lunch & fizzy drinks
  • 52 km – hot meal
  • 82 km – brunch/ lunch
  • 106 km – cooked breakfast/ BBQ
  • Finish – glass of fizz, medal & t-shirt

There’s optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join & exit. These include:

  • Parking at Chale basecamp, Nodwell Farm, IOW Showground (Cowes) & Culver Down
  • Shuttles from Red Funnel – West Cowes to the Start
  • Bus transfer from finish at Chale back to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Friday 2 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner (optional)
  • Breakfast, parking, baggage storage, showers 

 

Visit ‘Bookable Extras’ for full details

NOTE – runners can also camp on Saturday night (assuming they can finish at Chale in time!)

4 available

Day 1 – 52 km & ~900 metres

Day 2 – 54 km & ~900 metres

Day 1 – Sat 3 May

  • Start: Chale Recreation Ground, Chale
  • Start times: 7am for runners, 7am – 9.30am for joggers & walkers
  • Finish: Cowes (52 km)
  • Finish times: Runners 4 – 8 hrs, joggers 7 – 10 hrs, walkers 10 – 16 hrs
  • Overnight: camp with us option (see Bookable Extras) or local B&B / hotel

 

Day 2 – Sun 4 May

  • Start: Cowes
  • Start times: 06:00 – 06:30 for all
  • Finish: Chale Recreation Ground, Chale (54 km)
  • Finish times: Runners 4 – 8 hrs, joggers 7 – 10 hrs, walkers 10 – 16 hrs

Every 10-15km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more. 

  • Snacks & drinks – every 10-15 km
  • 25 km – picnic lunch & fizzy drinks
  • 52 km – hot meal
  • 82 km – brunch/ lunch
  • 106 km – cooked breakfast/ BBQ
  • Finish – glass of fizz, medal & t-shirt

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:

  • Parking at Chale, Nodwell Farm, IOW Showground (Cowes) & Culver Down
  • Shuttles from Red Funnel – West Cowes to the Start
  • Bus transfer from finish at Chale back to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Friday 2 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner (optional)
  • Breakfast, parking, baggage storage, hot showers & more

Cowes – Saturday 3 May

  • Camp overnight at our ‘Half Way’ basecamp
  • Hot showers, refreshments, rest areas & more
  • Fully inclusive & pitch only options available
  • Breakfast Sunday morning before setting off

 

Visit ‘Bookable Extras’ for full details

4 available (2 for each day)

Full 2 Day Daylight
106 km

Chale - Cowes - Chale

3 - 4 May 2025

See the full 106 km route and all the Island’s spectacular scenery views in daylight! There’s a camping option at the Cowes halfway for rest recovery – or book a local B&B if that’s more your style, and with a camp option at Chale on Friday also you can turn your challenge into an adventure! On Sunday as the sun starts to rise we set out on the 2nd half – all the way  back to Chale,  where it all began!

3/4 Challenge
82 km

Chale to Culver Down

3 - 4 May 2025

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

  • Sat 3 May
  • Start: Chale Recreation Ground
  • Start times: 7am for runners,  7am – 9.30 for joggers & walkers
  • Finish: Culver Down rest stop
  • OR do it over 2 days – 52km on the Saturday – camp overnight at Cowes basecamp (or B&B) – and do the remaining quarter on Sunday (6am-6.30am start)
  • Finish times: Runners 7 – 12 hrs, joggers 12 – 16 hrs, walkers 16 – 30 hrs

Every 10-15km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more. 

  • Snacks & drinks – every 10-15 km
  • 25 km – picnic lunch & fizzy drinks
  • 52 km – hot meal
  • 82 km – brunch/ lunch @finish
  • Finish – glass of fizz, medal & t-shirt

There’s optional parking & pre or post Challenge shuttle bus transfer services, to make it easy to join & exit. These include:

  • Parking at Chale basecamp, Nodwell Farm, IOW Showground (Cowes) & Culver Down
  • Shuttles from Red Funnel – West Cowes to the Start
  • Shuttle from Culver Down finish – to Chale
  • Bus transfer from Chale back to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Friday 2 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner (optional)
  • Breakfast, parking, baggage storage, showers 
  • Visit ‘Bookable Extras’ for full details

Cowes – Saturday 3 May

  • If you want to do it over 2 days camp at Cowes after your first 52km – and do your last 1/4 on Sunday

NOTE – runners can also camp on Saturday night (assuming they can finish at in time – and transfer to Chale)

 

Visit ‘Bookable’ Extras for full details.

TBC (likely to be 3)

52 km & ~900 metres 

  • Start: Chale Recreation Ground
  • Start times: 7am option for runners, 7am – 9.30am for joggers & walkers
  • Finish: Cowes (52 km)
  • Finish times: Runners 4 – 8 hrs, joggers 7 – 10 hrs, walkers 10 – 16 hrs

Every 10-15 km under marquees with support – toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks & much more. 

  • Snacks & drinks – every 10-15 km
  • 25 km – picnic lunch & fizzy drinks
  • 52 km – hot meal

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:

  • Parking at Chale, Nodwell Farm, IOW Showground  (Cowes) & Culver Down
  • Pre challenge transfer from IOW Showground (Cowes finish) to the Start at (Chale)
  • Bus transfer from finish at IOW Showground (Cowes) back to Chale or to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Friday 2 May’

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner
  • Breakfast, parking, baggage storage, hot showers & more
  • Visit ‘Bookable Extras’ for full details 
  • You can also transfer back to Chale (after you’ve finished) – and camp again at Chale basecamp.

OR – Cowes – Saturday 3 May’

  • Camp overnight at our Cowes basecamp
  • Hot showers, refreshments, rest areas & more
  • Fully inclusive & pitch only options available
  • Breakfast Sunday morning before heading home

 

Visit ‘Bookable Extras’ for full details

2 available

1st 1/2 CHALLENGE
52 km

Chale to Cowes

SAT 3 May 2025

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!

54 km & ~ 900 metres

  • Start: Cowes
  • Start times: Saturday 3 May – 10am walkers/11am runners or wait and join up with a Full Challenger friend – OR 6am – 7am Sunday 4 May 
  • Finish: Chale Recreation Ground, Chale (54 km)
  • Finish times: Runners 4 – 8 hrs, joggers 7 – 10 hrs, walkers 10 – 16 hrs

Every 10-15 km under marquees with toilets, massage, changing rooms, medics, rest areas, hot drinks, water & snacks and much more.

  • 25 km – picnic lunch
  • 54 km – hot meal
  • Finish line – glass of fizz, medal & t-shirt 

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:

  • Parking at Chale, Nodwell Farm, IOW Showground  (Cowes) & Culver Down
  • Bus transfer from finish at Chale to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Cowes – Saturday 3 May 

  • Camp overnight at our  basecamp
  • Hot showers, refreshments, rest areas & more
  • Fully inclusive & pitch only options available
  • Breakfast Sunday morning before setting off
  • NOTE – You could also camp (and park) at Chale basecamp instead (Friday or/& Saturday and use the ‘bus transfer’ option to get to your Cowes start line)  

 

Visit ‘Bookable Extras’ for full details 

2nd 1/2 CHALLENGE
54 km

Cowes to Chale

3 or 4 MAY 2025

It’s a start at Cowes Showground – and then clockwise towards Ryde,  Culver Down, and on to the fabulous viewpoint at Ventnor before the last kms to Chale in the south. Head off on Saturday morning – or wait to join up with a ‘Full Island’ challenger for their 2nd half from Saturday evening onwards – or just head off early Sunday morning with 00’s of others to tackle the East of the Island.

Cross Island CHALLENGE
30 km

Cowes to Chale

SAT 3 May 2025

A challenge for those who want to explore & experience ‘inland’ Isle of Wight. Our Cowes basecamp is the start on Saturday morning – and we head south through Newport – and pick up the footpaths and trails with fantastic countryside and some great views. The route merges with our Full Island route near the cost at St Lawrence – and it’s a few km to the finish line at the main Chale basecamp

~30 km & ~470 meters

  • Start: Cowes, basecamp
  • Start times: Saturday 3 May – 10am 
  • Finish: Chale
  • Finish times: Runners 2-3 hrs, joggers 3-5 hrs & walkers 4-7 hrs

Every 10-15km under marquees with toilets, changing rooms, medics, rest areas, hot drinks, water & snacks and much more. 

  • 14km – snacks & drinks
  • 30km – Finishers meal

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:

  • Parking at Chale, Nodwell Farm, IOW Showground  (Cowes) & Culver Down
  • Bus transfer from finish at Chale to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Cowes – Friday 2 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner
  • Breakfast, parking, baggage storage, hot showers & more
  • Camping also available on Saturday evening at Chale

 

Visit ‘Bookable extras’ for full details 

1st 1/4 CHALLENGE
25 km

Chale to the Needles

SAT 3 May 2025

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

  • Start: Chale Recreation Ground
  • Start times: Saturday 4 May, 9.30am –  – 10am 
  • Finish: Nodewell Farm, The Needles
  • Finish times: Runners 2-3 hrs, joggers 3-5 hrs & walkers 4-7 hrs

Every 10-15km under marquees with toilets, changing rooms, medics, rest areas, hot drinks, water & snacks and much more. 

  • 10km – snacks & drinks
  • 25km – Picnic lunch & fizzy drinks

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:

  • Parking at Chale, Nodwell Farm
  • Shuttles from Nodewell Farm (The Needles) to the Start (Chale)
  • Bus transfer from finish at Nodewell Farm (The Needles) back to Chale or Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Friday 2 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner
  • Breakfast, parking, baggage storage, hot showers & more
  • Camping also available on Saturday evening at Chale

 

Visit ‘Bookable extras’ for full details 

25 km & ~500 metres

  • Start: Culver Down
  • Start times: Sunday 4 May – 10am
  • Finish: Chale Recreation Ground, Chale 

Every 10-15km under marquees with toilets, changing rooms, medics, rest areas, hot drinks, water & snacks and much more. 

  • 15km – snacks & drinks
  • 30km – finishers meal

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:

  • Parking at Chale, Nodwell Farm, IOW Showground  (Cowes) & Culver Down
  • Shuttles from Chale to the start (Culver Down)
  • Bus transfer from finish at Chale back to Red Funnel – West Cowes post challenge

 

See ‘Bookable Extras’ page for full details

Chale – Saturday 4 May

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner
  • Breakfast, parking, baggage storage, hot showers & more
  • Get the shuttle to Culver Down (start) on Sunday morning

4th 1/4 CHALLENGE
25 km

Culver Down to Chale

Sun 4 May 2025

A fabulous stretch of the Island’s coastline setting out on the Sunday morning from Culver Down – perched high up above the bay with fantastic views. It’s through the resorts of Sandown, Shanklin, and Ventnor (a rest stop here – with snacks & drinks) – before finishing 25 km later at our main basecamp in Chale where a celebration, medal and hot meal awaits.

10 miles – and quite flat

  • Start: Cowes Showground
  • Start times: 10.30 am Saturday 
  • Finish: Back at the Showground (it’s a looped route) 

Every 10-15km under marquees with toilets, changing rooms, medics, rest areas, hot drinks, water & snacks and much more. 

  • 5 miles – snacks & drinks
  • 10 miles – optional ‘discounted’ finishers meal

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:

  • Parking at  IOW Showground  (Cowes) 
  • Shuttles from Chale to the start (Cowes)

 

See ‘Bookable Extras’ page for full details

Cowes -Friday 2 May 

  • Camp with us before your challenge
  • Fully inclusive & pitch only options available
  • Pre registration on Friday evening & dinner
  • Breakfast, parking, baggage storage, hot showers & more

Medina 10 Mile

Cowes to Cowes

Sat 3 May 2025

Cowes, and its famous marinas, sit on the estuary of the River Madina – and if you’re staying in Cowes – and fancy a bit of a challenge – this could be perfect for you! Starting at our showground basecamp – you’ll follow the trails around the estuary, cross on the chain ferry – and really get a good feel for Cowes and its surrounding area. You finish back at the Cowes basecamp after arewarding 10 mile mini challenge!

2025 WINTER Deal

ALL FUNDING OPTIONS

FREE BRANDED T-SHIRT + SAVE UP TO 75% ON CHARITY SPONSORSHIP OPTIONS

FULL CHARITY SPONSORSHIP

USE CODES BELOW FOR:
75% OFF FOR CHARITY PARTNERS
50% OFF FOR FOR ASSOCIATE PARTNERS
25% FOR LISTED CHARITIES

FULL 100 KM – USE CODE: WINTER100

75 KM CHALLENGE – USE CODE: WINTER75

HALF 50 KM/ MARATHON 42 KM – USE CODE: WINTER50

QUARTER 25 KM – USE CODE: WINTER25

T Shirt Deal Excludes Winter Walk & 10km / 10 mile Events
Other Deals can't be used with Winter Deal

Deal Ends - 3rd DEC '24

optional Extras

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 nightworks 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 :

  • The Major Start / Finish Venues. This combined with the ‘before & after’ bus transfer options will enable you to join & leave the event ‘sensibly’.
  • Supporter Parking Pass – so friends / family can park/pick up/ drop off up to 2hrs at some ‘key’ venues along the route. 

Shuttle busses to help with your logistics:

  • Transfer to main start venues from Cowes ferry
  • Transfer from a finish venue back to the start so your car is with you ‘after’ you finish your challenge (ie – You park your car at your finish)
  • Transfers from a main start venue to the start of a ‘Quarter’ Challenge.

After your challenge:

  • Transfers from your finish to Cowes ferry
  • Transfers back to your start venue (where you may have initially parked your car)

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)

  • Have an overnight type bag transferred from your start to your finish (or store in Chale if on the Full Challenge)
  • Full 106 km Challengers & 3/4 Challengers – have your bag (or camping gear) transferred to the ~52 km Half Way and then on to the finish.