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 stress and setbacks at Harbour Towne Marina, the moment we've been waiting for is finally here—we're pulling the dock lines and setting sail for the very first time aboard our brand new 2023 Vision 444 catamaran! Our destination: Xquisite Marina in Freeport, where the rest ...
Another Bad Week In The Shipyard
Sailing Big Lost

Another Bad Week In The Shipyard

This week hit hard. After being told the marina would cover the damage they caused during our haul out—damaging our sail drive and prop—we got a call no boat owner wants: the general manager overruled the previous decision. Now, we're left with the full bill. Another crushing blow in what’s fel...
Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again
Sailing Big Lost

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

We’ve made it through another challenging week in the shipyard — and let’s just say, it hasn’t been smooth sailing. Between two hit-and-runs, a broken sail drive, and a pile of unexpected invoices, it’s felt like for every few steps forward, we take one back. 😅 But finally... we’re seeing a light a...
We Bought a Boat! | Vision 444 Catamaran
Sailing Big Lost

We Bought a Boat! | Vision 444 Catamaran

After months of dreaming, planning, and searching… we finally bought a boat! 🥳 This episode is packed with all the wild and wonderful moments that led up to closing on our new Vision 444 catamaran — our floating home for the next chapter of our sailing adventures. We kicked things off with a thrill...
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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