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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This Is What Sailing Hawaii Actually Looks Like | Hilo to Honolulu

After arriving in Hilo from Mexico just three days before, we're on the move again. Join us as we cruise the Hawaiin Islands from Hilo on the Big Island, all the way north to Honolulu aboard our old 33 ft sailboat. We learn quickly that things can get very spicy in the waters surrounding this p...

Feb 11, 2026
Language: EN
Play Time: 00:24:26

Sailing from Molokai to Oahu | Episode 125

After a once in a lifetime sail around Molokai, we hoist the sails again and set off for the next Hawaiian Island. Molokai's coast has been the most dramatic coastline we have sailed yet. We sail from Molokai to Oahu and make our way to yet another dramatic place, this time for a city by the...

Oct 06, 2021
Language: EN
Play Time: 00:15:50

WE|Sail Explores the Big Island, Hawaii | Episode 118

After a couple days of cleaning, fixing the boat and fueling up we get the boat all to ourselves and then set off to explore the Big Island of Hawaii. WE find some tasks are easier than others when living on a boat, but lately after COVID, some things can be a bit more challenging. WE were able to ...

Aug 18, 2021
Language: EN
Play Time: 00:20:18

Watch Sailing & Boating Adventures Around the World

This Is What Sailing Hawaii Actually Looks Like | Hilo to Honolulu

Sailing from Molokai to Oahu | Episode 125

WE|Sail Explores the Big Island, Hawaii | Episode 118

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