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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I’M SERIOUSLY ABOUT TO THROW THIS SAILDRIVE IN THE TRASH!
Sailing Parlay Revival

I’M SERIOUSLY ABOUT TO THROW THIS SAILDRIVE IN THE TRASH!

Join this sailing crew on their adventure as they tackle New Zealand's coastline during a worldwide voyage while dealing with engine troubles and mechanical issues.
NO CLOTHES, NO WATER, NO GIRLS, NO WORRIES!! – (Episode 231)
Sailing Parlay Revival

NO CLOTHES, NO WATER, NO GIRLS, NO WORRIES!! – (Episode 231)

In this episode we decide to go on a hike in French Polynesia, but I get split up from the 3 girls, and decide to let it all hang out as I make my way back towards the boat in the Marquesas islands! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has star...
BEHIND THE SCENES: THE TRUTH BEHIND BELOW DECK SAILING!
Sailing Parlay Revival

BEHIND THE SCENES: THE TRUTH BEHIND BELOW DECK SAILING!

This is the first ever behind the scenes episode of below deck where I interview every cast member about their experiences on the show, and also some of the production team about what its like behind the scenes of below deck sailing. We talk about what it was like for Captain Glenn to have to let go...
THE AFTERMATH: STRUCK BY LIGHTNING IN COSTA RICA… (Episode 193)
Sailing Parlay Revival

THE AFTERMATH: STRUCK BY LIGHTNING IN COSTA RICA… (Episode 193)

We got struck for the second time in 2 years during wet season in Costa Rica. We lost all navigation equipment and also most of the Victron gear is now toast. But chief engineer Colin Trouble shoots the systems slowly, to get to the bottom of the total damages to the boat. SV Parlay is a hurricane ...
Popularity contest – BELOW DECK STAR vs YOUTUBE LEGEND! – (Episode 191)
Sailing Parlay Revival

Popularity contest – BELOW DECK STAR vs YOUTUBE LEGEND! – (Episode 191)

We go to the Newport International boat show and invite Daisy Kelliher from Below Deck sailing along with us and end up being in a hilarious popularity contest between Jamie and Daisy about who has more fans than the other! Thanks to @TotalBoat for organizing the YouTube tent! SV Parlay is a hurr...
BELOW DECK SAILING MINI REUNION IN LA! – Episode 180
Sailing Parlay Revival

BELOW DECK SAILING MINI REUNION IN LA! – Episode 180

In this episode Colin travels to Los Angeles to do a couple of podcasts with fellow below deck cast members, and also pick up a bunch of spare parts for the boat, as shipping to Costa Rica is ridiculously expensive. When back on the boat, the crew go through a pretty comprehensive oil change procedu...
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