F@@king Cool Swims

The Scilly Swim Challenge


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In this very special episode of F**ing Cool Swims*, I dive into one of the most iconic open-water adventures in the UK — The Scilly Swim Challenge.

I'm joined by Dewi Winkle, co-founder of the event and John Coningham-Rolls, co-founder of SwimQuest, which now organises it. Together, they explore the origins of this extraordinary challenge, the camaraderie that keeps swimmers returning year after year, and the sheer logistical feat of guiding hundreds of people safely across the pristine waters of the Isles of Scilly.


From tides and jellyfish to laughter and late ferries, it’s a celebration of community, courage, and the simple joy of swimming in one of the most breathtaking locations on Earth.


Whether you’re a seasoned swimmer or just love a good story about people doing something beautifully mad, this is an episode that captures the spirit of adventure — and the magic of the sea.


In this episode of f@@king cool swims I explore a swim very close to my heart - The Scilly Swim Challenge. I chat with co-founders Dewi Winkle and John Cunningham-Rolls.


Discover the origins, unique setups, and the incredible community spirit behind this remarkable event. With insights on safety protocols, training tips, stunning swim routes, and the transformative experience of swimming in the pristine waters of the Isles of Scilly.


Whether you're curious about the logistics or the personal stories of endurance and camaraderie, this episode offers a comprehensive look at what makes the Scilly Swim Challenge so extraordinary.


00:00 Introduction to the Silly Swim Challenge

00:29 Meet Dewi and John

01:41 The Origins of the Silly Swim Challenge

06:16 Swim Quest's Involvement

10:31 Safety and Logistics of the Swim

13:39 The Unique Experience of the Swim

17:38 Navigating the Isles: Swim Routes and Challenges

23:10 Exploring New Swim Routes

23:53 The Pristine Beauty of the Isles

25:21 Weather Challenges and Adaptations

27:48 The Importance of Nutrition and Hydration

29:51 Training and Preparation Tips

34:41 Community and Support

37:51 Accommodating Late Arrivals

39:35 Looking Ahead to Next Year

40:49 Final Thoughts and Reflections

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F@@king Cool SwimsBy Dave Wallace