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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Why We Left The Sailboat (Sailing Drenched Ep. 31)
Expedition Drenched

Why We Left The Sailboat (Sailing Drenched Ep. 31)

Find out why we gave up our life at sea. Join us on our last days on board the sail boat. Check us out on Instagram! Want to go diving in St. Lucia? Check out Dive St. Lucia: www.divesaintlucia.com/ Want more Sailing Sophisticated Lady? Check out Rick's channel here: If you love scuba...
Work Less, SAIL MORE! (Sailing Drenched Ep. 30)
Expedition Drenched

Work Less, SAIL MORE! (Sailing Drenched Ep. 30)

Our motto for the day is work less, sail more! We sail to St. Lucia for some scuba diving and a bit of birthday fun in honor of Rick. This is what Caribbean sailing is all about! Check us out on Instagram! Want to go diving in St. Lucia? Check out Scuba Steve's: Want more Sailing Soph...
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...
Wild Nights and Deserted Islands~Sailing DRENCHED Ep.24~
Expedition Drenched

Wild Nights and Deserted Islands~Sailing DRENCHED Ep.24~

Goat stampedes, crabs, hot springs, and diving our very own private deserted island! This was probably one of the best 24 hours of our lives! After we meet a new friend Gonzi on the island of Nevis, we go on a whirlwind adventure of Pinney's (PENIS) beach, sunshine's beach bar, meet some ...
Scuba Diving At Booby Island! ~Sailing Drenched Ep. 23~
Expedition Drenched

Scuba Diving At Booby Island! ~Sailing Drenched Ep. 23~

Join us as we sail from Statia to St. Kitts, where we check out the local scene, enjoy fiesta friday, ride the most beautiful train in the world, then cruise over to Nevis for some diving at Booby Island. Life is good onboard Sophisticated Lady! Help keep the dream afloat, support us on Patreon!...
Caribbean Life and the Blonde Squad! ~Sailing DRENCHED ep. 20~
Expedition Drenched

Caribbean Life and the Blonde Squad! ~Sailing DRENCHED ep. 20~

Join us for some island hopping and lion fish hunting, then we pick up our friends Megan and Kelly who are joining the crew for our sailing trip through the Caribbean. We do a little exploring around St. Martin, check out a really cool butterfly farm, visit the famous nude beach Orient Bay, and cre...
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