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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Cruising with Riley & Elayna on SLV (Sailing DRENCHED Ep. 36)
Expedition Drenched

Cruising with Riley & Elayna on SLV (Sailing DRENCHED Ep. 36)

Come daydreaming with us! We go on a perfect sail with Riley, Elayna, and the rest of the Patreon crew. Then we dive the craziest most beautiful cave/dive site/dracula lair. I'm a dummy and I said for you to watch episode 26, but I really meant 31 lol. Here is the link to said video... ...
All Smiles At Sea (Sailing Drenched Ep. 29)
Expedition Drenched

All Smiles At Sea (Sailing Drenched Ep. 29)

We go in search of the world's largest predator and then we dive underneath a tiny, uninhabited island. This is probably one of the riskiest and most unique dives we've attempted in the caribbean thus far! Check us out on Instagram! Want more Sailing Sophisticated Lady? Check out Ric...
Goodbye Blonde Squad! (Sailing Drenched Ep. 28)
Expedition Drenched

Goodbye Blonde Squad! (Sailing Drenched Ep. 28)

The Blonde Squad parts as ways as Megan and Kelly move on to their next adventures! We paddle up a creepy windy river where pirates of the Caribbean was filmed. We sail up the coast of Dominica where we do one of our favorite dives of our entire trip through the Caribbean. ENTER TO WIN FREE DIVIN...
Captain Underpants Sails South! ~Sailing Drenched Ep. 27~
Expedition Drenched

Captain Underpants Sails South! ~Sailing Drenched Ep. 27~

Ain't no party like an underpants party! Sophisticated Lady continues south as we leave the incredible island of Guadeloupe. We make a quick overnight stop over at Isles Des Saintes to fill up on water and do some scuba diving, then we journey south to Dominica, probably our favorite island in...
Life is GOOD on Guadeloupe (Sailing Drenched Ep. 26)
Expedition Drenched

Life is GOOD on Guadeloupe (Sailing Drenched Ep. 26)

We follow in the footsteps of Jacques Cousteau and dive the marine reserve named in his honor. After finding out that it was Guadeloupe's national holiday we decided to celebrate in style and we get a little silly courtesy of our endless supply of rum on board. Thanks for watching! Help keep...
What SAILOR GIRLS Do In PARADISE! (Sailing DRENCHED Ep. 25)
Expedition Drenched

What SAILOR GIRLS Do In PARADISE! (Sailing DRENCHED Ep. 25)

When it comes to sailing life, girls have the most fun! We check out a volcano, do some incredible scuba diving, and hike to one of the most beautiful waterfalls we've ever seen. We hope you enjoy and thanks for watching! Help keep the dream afloat, support us on Patreon!!!!: Want more Sai...
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