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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We Went Up to FIX Something… Then Broke THIS 😳⛵
Finding Our Isla Sailing

We Went Up to FIX Something… Then Broke THIS 😳⛵

Nothing is ever just ONE project on a sailboat. 😂⛵ Ashton headed up the mast to inspect the rigging and make sure everything looked good. Then, because apparently the boat felt like our project list wasn't long enough… we broke the electric winch. 🤦‍♀️ Boat project math: 1 thing to check + ...
Sailor With FEAR OF HEIGHTS Replaces Masthead Light 😱 Sailboat Story 227
Sailboat Story

Sailor With FEAR OF HEIGHTS Replaces Masthead Light 😱 Sailboat Story 227

Sailboats have masts. On those masts are installed all sorts of sailing-related gear & gizmos that must be maintained. One of those gizmos is the anchor light which, inconveniently, lives at the very, tippy-top of the mast... the worst possible place for an acrophobia-suffer, such as myself, to ...
Climbing To The Top Of Our Sailboat Mast To Fix A Halyard Wrap | Sailboat Story 158
Sailboat Story

Climbing To The Top Of Our Sailboat Mast To Fix A Halyard Wrap | Sailboat Story 158

She always wanted to climb the mast and the perfect opportunity presented itself when the headsail halyard became wrapped around the furler. I, being one who does not enjoy heights as much as some, was thrilled to assist her in ascending aforementioned mast in order to unwrap the aforementioned haly...
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