Isle of Wight Ultra Challenge
Sat 4 - Sun 5 May 2024 Ventnor, Isle of Wight, UK Entries closed

Isle of Wight Ultra Challenge

Walk, jog or run the stunning coastal paths of the Isle of Wight for a great charity cause, from the base camp at Chale, visiting historic Cowes and the iconic Needles en route.

  • Sat 4 - Sun 5 May 2024
  • Entries closed
Chale Parish Recreation Ground, Ventnor

Isle of Wight Ultra Challenge



Age 14 & over

  • 1 day trail running


If you're keen to take on a proper challenge, shape up, re-energise and support an important cause, this ultra will help you go further than ever before - whether you walk, jog or run your way to the finish line.

You'll be supported all the way from the moment you sign up with an event app, online guides, forums and training walks. On the challenge there are safe venues, camping options, fully signed routes, chip timing, marquee rest stops, fantastic food and drink and expert safety, medical and welfare teams to get you over the finish line where you'll receive a huge cheer, medal, glass of fizz, t-shirt, massage, BBQ and more!

Challenge options

  • Full continuous 106km (Sat and Sun)

    106km, at your pace, through the day and night if you’re walking.

  • Full two-day daylight 106km (Sat and Sun)

    106km over 2 days, with optional camping packages at half way (Comes) – or book a hotel or B&B to get some rest!

  • 3/4 challenge 82km (Sat)

    82km, at your pace, through the day from Chale to Culver Down.

  • 1st half challenge 52km (Sat)

    A scenic ‘half’ – with the Island’s stunning Southern coastline, the Needles and Yarmouth from Chale to Cowes.

  • 2nd half challenge 55km (Sat or Sun)

    Starting in Cowes and ending in Chale – this half of the island is great in it’s own right – or ideal if you want to join up with a ‘full distance’ challenger for the 2nd half together.

  • Cross Island 30km (Sat)

    Cross the Island from north to south (from Cowes to Chale), and see a different side of The Isle of Wight.

  • 1st quarter challenge 25km (Sat)

    From Chale basecamp to The Needles.

  • 4th quarter challenge 25km (Sun)

    From Culver Down to Chale basecamp.

  • Medina Challenge 10 mile (Sat)

    Perfect if you’re staying in Cowes and want to explore the famous River Medina estuary – with it’s Marina’s and chain ferry. Families welcome!

Event video

  • Event village
  • Newcomers

Solo or with others

Taking on an ultra trek or run is a serious challenge and tough for most people, but also achievable with the right training plan which you'll get access to when you sign up. This challenge is fully supported meaning it's the perfect way to have-a-go at a longer distance.

Charity challenge

Fundraising for a cause close to your heart is part of the challenge and you'll receive a wealth of support, advice and tips from your chosen charity to make sure you smash your fundraising target.

  • Bag storage
  • Bag transfer
  • Bar
  • BBQ
  • Cafe
  • Camping
  • Changing facilities
  • Entertainment
  • Free parking
  • Music
  • Showers
  • Toilets

Event HQ

Chale Parish Recreation Ground
Military Road
Isle of Wight
PO38 2JF

  • Check points
  • Distance markers
  • First aid
  • Food stations
  • Marshals
  • Return transport
  • Sleeping facilities
  • Sweeper
  • Toilets
  • Undulating
  • Water stations
  • Way markers

Great challenges need great settings – and few are better than the Island’s stunning coastal path. Up to 2,000 adventurers will take on the Isle of Wight this year – all out to push themselves further.

It’s along the spectacular southern cliffs, past the iconic Needles, and up to historic Cowes at the half way stop.

For Full Island challengers it’s on to historic Ventnor, and back to the welcome base camp in Chale after an epic 106km journey.

You’ll get full support and hospitality all the way, and with 3/4, 1/2, and 1/4 Island Challenges plus new ‘Cross Island’ and 10 mile ‘Medina Estuary’ options also available – there’s an Isle of Wight Challenge for everyone! 


  • Chip timing
  • Goody bag
  • GPS tracking
  • Map
  • Massage
  • Medal
  • Pre-event training sessions
  • Training plan
  • T-shirt

With weekend camping options at basecamp, a bar, BBQ, music and entertainment – there’s going to be a festival feel on this challenge!

Included before

  • Dedicated challenge app to help you prepare
  • Challenge manual and event guides
  • Training walks and runs
  • Kit and equipment lists – discounts and advice
  • Preparation videos and pre-event briefing
  • Online forums – meet fellow challengers

Included on the challenge

  • Rest stops every ~12.5km – covered with seating, toilets & rest areas
  • Free food and drinks – catering to all dietary requirements
  • First aid support – at stops and en route
  • Medics, podiatrists and massage
  • Fully signed route and online maps
  • Chip-timing – keeping track of you
  • Trek Masters – to help guide you
  • Baggage transfer service
  • Emergency support and route pick-ups
  • Shuttles for retirees to take you forward
  • Bookable transfers before and after your challenge
  • Medal, t-shirt and glass of fizz at the finish

  • Fundraising materials
  • Fundraising required
  • Fundraising support

Every year hundreds of challengers get a discounted charity place in this event and fundraise for charity. While this is hugely beneficial to the charity it gives the participant advantages too, from saving tens of pounds on the registration fee to supporting a cause that is close to your heart and much more.

Benefits of taking part for charity

Committing to raising money for charity gives you motivation to get outside and train, plus all of these extras which will elevate your event experience:

  • Fundraising support

    Charities know that raising money is all part of the challenge, which is why they provide advice, branded materials and a personalised online fundraising page to help the donations roll in. Think videos for social media, branded imagery and testimonials from previous participants.

  • Training support

    Whether this is your first ultra or your fifth, you'll need to train for it! You'll receive an in-depth training plan with guidance, plus many charities have access to expert coaches and elites too, who can provide exclusive tips for your challenge preparation. Experts include Runningwithus, Full Potential and Olympic champions.

  • Branded kit

    When you show up on the day, people need to be able to see clearly that you're supporting a charity. Most charities will give you a branded and personalised t-shirt or vest for the big day, and often a training top too.

  • Exclusive social groups

    You won't be the only person taking part for that charity, so it's well worth meeting others through the charity's invite-only social media pages! You can organise to meet up for training days, chat with the charity's expert coaches and share tips and stories with each other to keep the motivation levels high.

Ultra challenges and charity fundraising go hand-in-hand - which charity will you go the distance for?

  • Age 14 & over
  • Entries closed
  • Charity entries closed
  • Charity places
  • Enter online
  • Event merch available
  • Fundraising required

The registration fee and minimum sponsorship amount will vary depending on charity/distance chosen.


  • 100km - 18 years and over
  • 50km - 16 years and over
  • 25km - 14 years and over
  • 14-17 year olds need to be accompanied by an adult