Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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We Left in the Wrong Weather… Then Ripped Our Sail!
Sailing Big Lost

We Left in the Wrong Weather… Then Ripped Our Sail!

What started as a simple passage from Saint Kitts to Guadeloupe quickly turned into one of our more stressful sails. With winds stronger and angles tighter than forecasted, we made the mistake of flying our Code 55—and paid the price. A loud snap, a torn sail, and a lot of lessons learned. After th...
  • Jul 29, 2025
  • Language: EN
  • Play Time: 00:24:15
She THREW HIM OVERBOARD! [Ep28 RED SEAS]
Sailing Red Seas

She THREW HIM OVERBOARD! [Ep28 RED SEAS]

We sailed to Guadeloupe and all was going well until she threw him overboard! 🤣 Iain eventually recovers and tames a parrot to sit on his shoulder and Brioni is amazed at the size of real live flambingos! Come and see how close we came to fame as we peek behind the scenes of BBC's hit show Deat...
  • May 22, 2022
  • Language: EN
  • Play Time: 00:18:06
The Reality of Living Minimally on a Sailboat in the Caribbean — Sailing Uma [Step 84]
Sailing Uma

The Reality of Living Minimally on a Sailboat in the Caribbean — Sailing Uma [Step 84]

Some might think that living on a sailboat in the caribbean is always fancy and glamorous. The reality is that although great, living minimally on a sailboat is far from luxurious. Although adventurous, this life is hard work. But we love every aspect of it, and every step forward is worth it. In...
  • Aug 11, 2017
  • Language: EN
  • Play Time: 00:14:44
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