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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One Final (and Terrifying) Task Before Our Maiden Voyage on our 40ft Sailboat
Chesca & Ben

One Final (and Terrifying) Task Before Our Maiden Voyage on our 40ft Sailboat

We are so, so close to getting our 40ft sailboat Flying Freedom out for her maiden voyage! The jobs list is dwindling down and now there's only one major task holding us back. One we aren't sure we even want to tackle ourselves. Our videos will always be free, but if you'd like to s...
  • Apr 05, 2026
  • Language: EN
  • Play Time: 00:34:09
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Chesca & Ben

First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround

Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
  • Aug 03, 2025
  • Language: EN
  • Play Time: 00:15:18
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