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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Our Dinghy SANK?! Sailing to Martinique

Sailing Big Lost navigates from Guadeloupe to Martinique, battling a swamped tender in open water, mooring in the Saintes, and arriving in historic Saint-Pierre.

Aug 05, 2025
Language: EN
Play Time: 00:32:53

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

On passage from Saint Kitts to Guadeloupe, Sailing Big Lost faces unexpected squalls, a blown Code 55 sail, chafed rigging, and French mooring balls before arriving in Deshaies.

Jul 29, 2025
Language: EN
Play Time: 00:24:15

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]

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

Watch Sailing & Boating Adventures Around the World

Our Dinghy SANK?! Sailing to Martinique

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

She THREW HIM OVERBOARD! [Ep28 RED SEAS]

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

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