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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Sailing LA Vagabonde is Lying – Free wind my Ar@#’se

Is “Free the Wind” really giving sailors something that wasn’t already free — and how intelligent is SeaPeople’s route planning when you actually test it? ⛵🌬️ In this episode of Sailing into Freedom, Plukky takes a critical look at "Sailing La Vagabonde, SeaPeople, and the Free the Wind campai...

Oct 25, 2026
Language: EN
Play Time: 00:09:34

We Explored Every Dock at Annapolis 2026… Here’s What Stood Out

Episode 48 In today's episode, we take you back to Annapolis, Maryland for the 2026 Annapolis Sailboat Show. This was our third time attending, but our first year participating in the Cruisers Creating Content booth, where we had the opportunity to meet viewers, fellow creators, and members of...

Oct 24, 2026
Language: EN
Play Time: 00:29:12

Watch Sailing & Boating Adventures Around the World

Sailing LA Vagabonde is Lying – Free wind my Ar@#’se

We Explored Every Dock at Annapolis 2026… Here’s What Stood Out

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