Watch Sailing & Boating Adventures Around the World – Page 3 of 3

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...
Accident After Accident — Our Toughest Week Yet!
Sailing Big Lost

Accident After Accident — Our Toughest Week Yet!

It’s been an incredibly challenging and frustrating week for the crew of Big Lost. After all the excitement and anticipation of finally closing on our brand-new Vision 444 ES, we were ready to set sail on the adventure of a lifetime. But instead, we’ve been hit with one unfortunate event after anoth...
Meet Conor | Sailing Big Lost Captain
Sailing Big Lost

Meet Conor | Sailing Big Lost Captain

From the snowy mountains of Idaho to the turquoise waters of the Caribbean, Conor’s life has always been about chasing adventure. Dirt bikes, skiing, waterskiing, hunting, and sailing — his childhood was packed with energy, freedom, and a growing love for the outdoors. In this video, Conor shares h...
Survey Day – Will BIG LOST Pass the TEST?
Sailing Big Lost

Survey Day – Will BIG LOST Pass the TEST?

Today's the big day! The buyers have arrived at Ixquisite Catamaran Center in Freeport Bahamas to witness the full survey of Big Lost-the catamaran they plan to buy if all goes well. We head over to Bradford Marina, where Big Lost gets hauled out on the travel lift for a thorough hull inspectio...
3-Month Wait Over: Lithium Power for Our Catamaran!
Sailing Big Lost

3-Month Wait Over: Lithium Power for Our Catamaran!

Things appear to be looking up when our much awaited batteries finally arrive in the Rio Dulce! Enthusiasm is high and plans are in the works to once again make our way to the Caribbean Sea. However, things don't always go as planned when living the boat life. Follow us as we navigate the in...
Boat Life & Adventure: Hiking to the Shaman’s Tower in Guatemala!
Sailing Big Lost

Boat Life & Adventure: Hiking to the Shaman’s Tower in Guatemala!

In this episode, we dive into the daily grind of boat life while soaking in the beauty and the heat of Guatemala! After tackling some essential boat work, we set off on an epic adventure to hike to the legendary Tower of Shaman. Join us and subscribe for more travel, adventure, and boat life cont...
Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!
Sailing Big Lost

Catamaran Refit Update: Progress on Our Rio Dulce Adventure in Guatemala!

In this video, we take you behind the scenes of our latest boat work projects here in Rio Dulce, Guatemala! From exciting upgrades to unexpected challenges, we're sharing the process we've made and what's next on our journey! RAM Marina: ✨ Don’t forget to LIKE, COMMENT & SUB...
Solar Arch: The Game-Changer We’ve Been Waiting For
Sailing Big Lost

Solar Arch: The Game-Changer We’ve Been Waiting For

After much planning and anticipation our solar arch arrives for installation. Conor enthusiastically jumps in to help the crew get it installed properly. The kids and I fight Guatemalan super bugs and try to live to adventure another day in the beautiful land of the Río Dulce, Guatemala. Nanajuan...
Sailing from BVI to Guatemala (FULL DOCUMENTARY)
Sailing Big Lost

Sailing from BVI to Guatemala (FULL DOCUMENTARY)

Join us on this thrilling ocean crossing as we embark on our 1st Passage from the British Virgin Islands to Guatemala. Experience the beauty of tropical sailing, the serenity of blue waters, and the adventurous boating lifestyle as we navigate through this incredible journey. Get a glimpse into the ...
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