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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Menemsha – A Small Fishing Town on Martha’s Vineyard
Tula's Endless Summer

Menemsha – A Small Fishing Town on Martha’s Vineyard

It was a quick trip from Cuttyhunk, through a cut called "Quicks Hole" (with a crazy current), across Vineyard Sound into a little fishing town called Menemsha. We had extremely calm seas and a nice sunny day once the fog lifted. Menemsha (on the Northwest side of Martha's Vineyard) h...
SEALS EVERYWHERE!!! Cuttyhunk Island
Tula's Endless Summer

SEALS EVERYWHERE!!! Cuttyhunk Island

Cuttyhunk is such a cool little island only about 2 miles long by 1 mile wide. There were only a handful of people around while we explored Cuttyhunk this beautiful late September day. We found some fun waves to ourselves until a seal showed up! Later in the day we went on the search for some more s...
ISLAND HOPPING In the Northeast
Tula's Endless Summer

ISLAND HOPPING In the Northeast

We had an absolute perfect day cruising from Block Island to Cuttyhunk. We scored some amazing surf as we were leaving Block Island and seas were glassy from there. Cuttyhunk is a small island in the chain of Elizabeth Islands off Massachusetts. It was magical coming into Cuttyhunk Harbor just after...
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