Challenge Yourself

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  • Jurassic Coast Trek

    Stretching between Old Harry Rocks in Dorset, to Orcombe Point in East Devon, the Jurassic Coast – England’s first Natural World Heritage Site – is the most geologically diverse coastline […]

  • Ho Chi Minh to Angkor Wat Cycle

    Ho Chi Minh To Angkor Wat Cycle 12 days • Cambodia, Vietnam February and September 2026 Cycle through beautiful rural landscapes dotted with ruins of ancient civilisations, and small towns where Buddhist […]

  • Wing Walk 2026

    Take to the skies with this aerial adventure! Experience the thrill and excitement of a wing walking ride from this private aerodrome in Kent and raise funds for Headway Essex! […]

  • Inca Trail to Machu Picchu

    Inca Trail to Machu Picchu (10 days) April - October 2026 various dates 25 Apr 2026 - 04 May 2026 05 Sep 2026 - 14 Sep 2026 10 Oct 2026 […]

  • Great Wall of China Trek

    Great Wall of China Trek (9 days). Choose from; 18 Apr 2026 - 26 Apr 2026 05 Sep 2026 - 13 Sep 2026 10 Oct 2026 - 18 Oct 2026 […]

  • Snowdon Sea to Summit

    This exciting adventure tackles all terrains as we journey literally from Sea to Summit! Starting in Caernarfon on the Menai Strait across from Anglesey, we cycle, trek and kayak in […]

  • Yorkshire Three Peaks Weekend

    Yorkshire Three Peaks 3 days Sept 2025, July and Sept 2026 Get ready for your ultimate challenge and take on the Three Peaks whilst rasing vital funds for Headway Essex. […]

  • Tandem Skydive 2026

    Beccles Airfield Ellough, Suffolk, United Kingdom

    Headway Essex Skydive 2026 This could be your year for adventure! If you have ever thought about doing a skydive, why not tick it off the 'bucket list' and make […]

  • Big Half Marathon 2026

    London Tower Bridge , United Kingdom

    Are you ready for London’s most vibrant and inclusive half marathon? The 13.1-mile course takes runners from Tower Bridge to the Cutty Sark in Greenwich. The event returns in 2026 […]

  • Swim Serpentine 2026

    Hyde Park London Serpentine Bridge, London, London, United Kingdom

    Dive into the iconic Serpentine Lake at Swim Serpentine! Set in the heart of Hyde Park, London, this open water swimming event welcomes all levels—whether you're a first-timer or a […]

  • London Vitality 10k 2026

    Looking for a 10K race with stunning views of London? The Vitality London 10,000 is the perfect challenge for you! Not only will you experience the excitement of the capital's […]