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Image by Andy Holmes
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WAYPOINT EPIC

JURASSIC COAST 55KM CHALLENGE

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TAKE ON THE

JURASSIC COAST 55KM CHALLENGE

FRI 17TH - SUN 19TH JULY, 2026

SWANAGE > WEYMOUTH

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Ready to test your limits, forge new friendships, and take on one of the UK’s most breathtaking coastlines?

 

Join Waypoint Crew for a two-day, 55km EPIC along the UNESCO World Heritage Jurassic Coast - a legendary adventure along some of the South West Coast Path’s most stunning stretches, made for like-minded legends.

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Over 55km of cliffs, headlands, golden beaches, and the iconic Durdle Door, you’ll test your stamina, soak up insane views, and make memories that last a lifetime. Starting at Swanage, you’ll pass Durlston Country Park, St Alban’s Head, Lulworth Cove, and finish at picturesque Weymouth.

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With challenging climbs, rugged terrain, and epic vistas, this adventure pushes you physically and mentally, but the Waypoint Crew vibe, laughs, and sense of achievement make every step worth it.

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London’s tight-knit adventure community is all about fitness, wellbeing, and pub stops along the way, guided by experts who’ll make this a journey to remember.

Image by Annie Spratt
Absolutely glorious weekend with these legends! ☀️🥾 19km hike from Swanage to Worth Matra

WHAT TO EXPECT.

  • The Challenge: 55km over 2 days of rugged cliffs, steep climbs, and challenging terrain - a true endurance test.

 

  • Scenery: From Old Harry Rocks to Durdle Door, walk one of the UK’s most iconic UNESCO World Heritage coastlines.

 

  • Crew Vibes: Whether it’s your first adventure or your fiftieth, you’ll be surrounded by fellow adventurers supporting each other.

 

  • Expert Leaders: Qualified guides who will encourage you and keep you on track.

 

  • All Sorted: Two nights camping, luggage transfers, breakfasts, packed lunches, and a support vehicle - just focus on the hike.

 

  • Memorable Moments: Stunning views, laughs around camp, and celebratory pints in Weymouth - an adventure you won’t forget.

INCLUDED

  • Welcoming community of like-minded adventurers

  • Take on the iconic Jurassic Coast Challenge

  • Guided by expert, qualified hiking leaders

  • Two nights camping (bring your own tent)

  • Luggage transfers between campsites

  • Pre-departure information and support to help you prepare

  • 2 × hearty breakfasts on Saturday and Sunday

  • 2 × packed lunches for the challenge days

  • Support from the Inspired Ventures van team throughout the adventure

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THE LEGENDS WHO KEEP IT ALL MOVING.

Image by Nick Fewings

SEA KAYAKING ADD-ON.

​Fancy some extra adventure? Join an afternoon sea kayaking trip on Friday 17th July from Swanage around the iconic Old Harry Rocks.

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  • Date: Friday 17th July, 2026

  • Activity: 3-hour sea kayaking session

  • Location: Ocean Bay, Swanage

  • Time: 13:30 – 16:30 (Arrive 30mins before)

  • Ability: Water confidence essential; prior kayaking experience & good fitness recommended 

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