• Arrival: We'll meet around 5:30 pm in the charming town of Swanage! Beth from the Waypoint Crew will be there to greet you.

• Optional Add-On: Fancy some extra adventure? Join an afternoon sea kayaking trip from Swanage around the iconic Old Harry Rocks (13:30–16:30).

• Group Meet: We’ll gather for a group briefing and prep for the challenge ahead.

• Getting There by Train: The nearest station is Wareham, about 10 miles away, with regular trains from London. From there, catch a local bus or taxi to the campsite. If you’re doing the kayaking, you can also take a bus or taxi to Studland.

• Getting There by Car: Driving? Drop a message in the trip group chat to arrange lift shares.

• Parking: You can park in Swanage or at the finish in Weymouth, we can help coordinate logistics in the group to make things easy.

• Camping: From Swanage, we’ll hop on a public bus (15 minutes) to our campsite to rest up before the challenge ahead.

Morning Kickstart: It’s an early rise as we pack up camp and head into Swanage. First stop: coffee, tea, and a hearty breakfast to fuel the day. We’ll also grab our packed lunches and any last-minute snacks before hitting the trail.

The Challenge Begins: From Swanage, we launch into an epic 35km / 22 mile trek to the world-famous Durdle Door. The route takes us along rugged cliffs, rolling headlands, and some of the most dramatic sections of the Jurassic Coast. With steep climbs and uneven terrain, this day will push your stamina - but every step comes with jaw-dropping views.

Late Afternoon/Evening: We’ll roll into camp, pitch up for our second night under the stars, and then head out for well-earned pub grub to celebrate a big day on the trail.

35KM | 22 MILES | CHALLENGING | 1400M ELEVATION

Accommodation: Camping (Bring your own tent)

Meals Included: Breakfast & Packed Lunch

Morning Kickstart: Fuel up with breakfast at the campsite. Your luggage is whisked away by the support van, and we’ll hand out packed lunches so you’re ready for the day ahead.

The Challenge Continues: From Durdle Door, it’s 18km / 11 miles of rugged cliffs, steep climbs, and uneven terrain to reach Weymouth. Every step tests your stamina and grit, but the jaw-dropping views of the Jurassic Coast make it totally worth it.

Afternoon: Finish strong in Weymouth and raise a celebratory pub drink to mark the epic end of your challenge. Then take public transport back to Swanage to collect your car or continue onward from Weymouth.

18 KM | 11 MILES | CHALLENGING | 615M ELEVATION

Meals Included: Breakfast & Packed Lunch

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Booking travel insurance early ensures you're protected from the start, giving you peace of mind throughout your journey.