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Two BIG ONES & one little dingy battle it out for bragging rights in the first-ever Pineapple Cup. Beautiful Koko Bay in Vava’u Tonga is the turf for this epic dinghy race. It’s a clash of the titans…a rumble of regular ‘ol Joes. Who will win? The HIPPIE PATCHOULI DIVERS, the REDNECK HILLBILLIES or the YUPPIES? 😱

Only one way to find out: HIT THAT PLAY BUTTON!

*Consider this your fair warning: Like any sporting event, this vid is high octane. You may want to turn your speakers down a notch*

You can read more and see some fun photos on our website here:

Shared with LOVE 💕 from all of us here aboard s/v Curiosity,
– Jason, Nikki, Cleo and Singa 😻


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– Artists: Rex Banner, Ian Post, Oliver Michael, and Lalinea


Special thanks to S/V WIZ for handling our B-Roll action cameras, and the Behind-the-Scenes Drenched crew that flew the drone and captured all the slow-mo racing footage. It wouldn’t have worked without your help guys.

Thanks to the Drenched Crew and Zatara Crew for taking the time to make this ridiculous video. When we saw them roll into the bay it hit us instantly…let’s do something crazy! That’s when we came up with the idea of a dinghy race. It all came together in less than 48 hours and man was it a blast to film.

And yes, Zatara really did win the race. It was a bad track design, I really should have made more turns and less straightaways! 😆

Oh, and when we were editing this vid we did a Google search and found the Red Bull Dinghy Derby, whew! If you want some more crazy-next-level dinghy racing check that competition out. Then we fell down a rabbit hole and found ThunderCat Inflatable Powerboat Racing. Man people are crazy!!!!

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