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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Engine Overheating while Cruising on the GREAT DISMAL SWAMP [Wildly Intrepid Ep 84]
Wildly Intrepid Sailing

Engine Overheating while Cruising on the GREAT DISMAL SWAMP [Wildly Intrepid Ep 84]

The journey through the Great Dismal Swamp canal continues. We end up having a very eventful day as we travel more South on the ICW. The duckweed becomes thicker and thicker and causes problems for most boats traveling as one by one we start having our engines overheat. It's a constant battle o...
Blue Notes in Dark Waters, Wind Over Water, Episode # 56
Wind over Water

Blue Notes in Dark Waters, Wind Over Water, Episode # 56

Windover and her crew head north through the Great Dismal Swamp and find themselves with front row seats at a free outdoor concert in Portsmouth. #sailing #windoverwater #bluenotes
A Dismal Day, Wind over Water, Episode 25
Wind over Water

A Dismal Day, Wind over Water, Episode 25

The crew of Windover turn their bows south and head into the fabled Great Dismal Swamp. On the way they run into some trouble with not one but two collisions.Ouch!!! Follow along as we assess the damage. #windoverwater #liveaboardboat #sailingvideos
Annapolis and the Great Dismal Swamp! Barefoot Sail and Dive (Episode 4)
Barefoot Travels

Annapolis and the Great Dismal Swamp! Barefoot Sail and Dive (Episode 4)

We have finally left Annapolis and are heading down the coast via The Great Dismal Swamp and the ICW! The Dismal Swamp (terrible name for such a beautiful place) is something we will never forget. It was incredibly beautiful and we are so happy we choose that route down the ICW. Thank you to everyo...
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