Challenging Events offer a range of opportunities to get involved with swimming, cycling, running and multisport events across the South. To finish their event season they're heading to the Isle of Wight for the Wight Winter Wheeler on the 5th December 2021.


This winter cycling sportive offers you the chance to cycle around the Isle of Wight with 2 route options. Take part in the 65 mile round the Island route or the smaller 36 mile option. Both routes include beautiful scenery and quiet roads.

The courses are well signed and marshalled with feed stations along the way. Full mechanical support will be available along the route and a medal, drinks and snacks will be waiting for you at the finish line!

The routes start at Cowes Enterprise college, and as it's christmas why not dress up and enter the fancy dress competition? You can find out more and enter by visiting the Challenging Events Website.