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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ep47 – Sailing Chesapeake – Betterton to Edgewater – Hallberg-Rassy 54 Cloudy Bay – Oct 2018
Sail Cloudy Bay

ep47 – Sailing Chesapeake – Betterton to Edgewater – Hallberg-Rassy 54 Cloudy Bay – Oct 2018

s/v Cloudy Bay (Hallberg-Rassy 54) left the quiet overnight anchorage of Betterton in the northern end of the Chesapeake and had a wonderful sailing trip to Edgewater on South River, just south of Annapolis. At first light wind and current against us, but it soon turned into an exhilarating upwind s...
ep41 – Sailing Connecticut – Sailing Stonington – Hallberg-Rassy 54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep41 – Sailing Connecticut – Sailing Stonington – Hallberg-Rassy 54 Cloudy Bay – Sep 2018

From Block Island RI, s/v Cloudy Bay (Hallberg-Rassy 54) is sailing across Long Island Sound towards Connecticut, on a nice beam reach in 18 kts of wind. During that sailing trip a vertical batten decided to slide out, and Glen had to rescue it, pushing it back inside the batten pocket and secure it...
ep40 – Sailing Block Island – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018
Sail Cloudy Bay

ep40 – Sailing Block Island – Sailing Rhode Island – Hallberg-Rassy 54 Cloudy Bay – Sep 2018

From Newport, s/v Cloudy Bay (Hallberg-Rassy 54) continues the sailing east coast USA adventure to Block Island. Short sailing trip, only 20 nm away. Not much wind that day, so we had to motor most of the distance. We found Block Island very pretty, with nice beaches and a relaxed atmosphere. Simil...
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