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 Through All Kinds of Weather on the Way Down the East Coast!!

Steve and Madison sail Arabella from Rockport, Maine south toward Savannah, weathering gusty winds, canal currents, a dragging anchor at Sandy Hook, and an engine fuel blockage.

Oct 30, 2026
Language: EN
Play Time: 00:17:18

NEW YORK CITY to the Chesapeake Bay BUDGET

If you are sailing from the New York City to the Chesapeake Bay via the Delaware this video is for you. We explain in detail How much does it costs to sail from NYC to the Chesapeake Bay. If you like what you see don't forget to give us the thumbs up! To watch our entire budget for the US por...

Sep 06, 2020
Language: EN
Play Time: 00:04:14

Dragging Anchor during a CATEGORY 1 STORM in Atlantic Highlands [Wildly Intrepid Ep 77]

This was by far the scariest moment our our sailing adventure. With gusts of over 60 knots and a full 180 degree spin we started dragging anchor during a Category 1 Storm. We later found out that what we experienced in Atlantic Highlands was a Bomb Cyclone which also affected New York City. I was te...

Mar 19, 2020
Language: EN
Play Time: 00:27:49

Watch Sailing & Boating Adventures Around the World

We Went Through All Kinds of Weather on the Way Down the East Coast!!

NEW YORK CITY to the Chesapeake Bay BUDGET

Dragging Anchor during a CATEGORY 1 STORM in Atlantic Highlands [Wildly Intrepid Ep 77]

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