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 Liberty- Life Update… Are We Sailing Towards BAHAMAS?

Fundraiser for new computer:

Sep 01, 2025
Language: EN
Play Time: 00:19:24

Waiting Out Bad Weather – S2EP16

We pull up anchor in Daytona Beach, FL and head into a marina in New Smyrna for a few days to get some protection from a 25-30 knot blow coming through. As soon as the weather clears we are off the dock and on the move again to Titusville. Thanks for watching, liking and commenting. Don't forg...

Jul 09, 2021
Language: EN
Play Time: 00:13:49

See Ya Aground, Wind over Water, Episode #49

Windover and her crew visit Green Cove Springs and tour a wrecked ship on a shoal. We then move onto Jekyll Island in Georgia.....literally. In the wee hours we find ourselves hard aground on a falling tide. #windoverwater #liveaboardboat #sailingvideos

Aug 09, 2019
Language: EN
Play Time: 00:15:53

Welcome to the Sunshine State. Sailing in FLORIDA! ☀️⛵️ Ep.194

We sail down to Fort Lauderdale in Florida. Welcome to the sunshine state. I've never seen so many boats in my whole damn life! Or had to dodge as many. Lol. Enjoy the sail. Videos made with love, Elayna, Riley and Lenny. Song Credits: 00:00 Alone - Jason Winks - 00:39 Chase McBride - Days M...

Apr 22, 2019
Language: EN
Play Time: 00:14:34

The Big Slog, Wind over Water, Episode #24

The crew of Windover battle big seas and high winds to get back to the Atlantic and the ICW. Chesapeake Bay is somewhat longer than it appears and the crew struggles to get south for warmer weather. #windoverwater #liveaboardboat #sailingvideos

Feb 15, 2019
Language: EN
Play Time: 00:12:27