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 First Sail on our NEW Vision 444 Catamaran – Finally!
Sailing Big Lost

Our First Sail on our NEW Vision 444 Catamaran – Finally!

After weeks of preparation, Sailing Big Lost departs Florida aboard their 2023 Vision 444 catamaran, testing the new sail plan across the Bahamas to Spanish Wells.
Another Bad Week In The Shipyard
Sailing Big Lost

Another Bad Week In The Shipyard

At Harbour Towne Marina, Sailing Big Lost faces severe saildrive damage from a travel lift mishap, disputes a $2,500 yard fee liability release, and resolves a 230V air conditioning mismatch on their Vision 444 before Memorial Day.
Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again
Sailing Big Lost

Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again

On the hard at Harbour Towne Marina in Dania Beach, Florida, the Sailing Big Lost crew navigates bottom paint, rigging upgrades, lost parts, and customs delays before setting sail across the Gulf Stream.
We check out a Liveaboard Hatteras 53 | Boating Journey
Boating Journey

We check out a Liveaboard Hatteras 53 | Boating Journey

[sorry everyone! we uploaded the wrong video this morning....here's the right one!] In episode 117, Scott surprised me and flew us down to Fort Lauderdale to check out a 1980 Hatteras 53 Motor Yacht. We explored the Fort Lauderdale canals, restaurants and marinas. This is a great project boat ...
Our Hurricane Matthew Update – We’re All Good
Gone with the Wynns

Our Hurricane Matthew Update – We’re All Good

A short update on our status after Hurricane Matthew. Our thoughts are with those who've seen devastation and those still in it's path. If you want to see our live update videos from our hurricane prep here's the link: If you want to be in on all our updates here's where you&...
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