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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A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour
BoatFools Sailing

A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour

@boatfools #columbia39 #BillTripp #Sailboat #Sailing #Classicsailboat They Don’t Build Sailboats Like This Anymore | Columbia 39 | Full Tour The asking price for this 1971 Columbia 39? Best reasonable offer. And for the right sailor, that could make NAIAD a very interesting opportunity. Designe...
Allied Boat Company: The Fiberglass Sailboat That Changed Everything
Lady K Sailing

Allied Boat Company: The Fiberglass Sailboat That Changed Everything

The first fiberglass sailboat to sail around the world was not a giant custom yacht or a famous production cruiser from one of the big names. It was Apogee, an Allied Seawind 30 ketch sailed by Alan Eddy, and its circumnavigation helped prove that fiberglass sailboats could survive real offshore pas...
Cheap Sailboats: The Dream, The Deal, and The Disaster
Lady K Sailing

Cheap Sailboats: The Dream, The Deal, and The Disaster

Cheap sailboats are still everywhere if you know where to look. In this episode, I went online and found 50 real sailboats for sale under $15,000, including older fiberglass boats like Catalina 22s, Catalina 25s, Catalina 30s, C&C sailboats, Pearson 30s, Hunters, O’Days, Islanders, Cals, Mirages...
Why Sailors Still Want This Slow Old Cruiser – Down East 38
Practical Sailor

Why Sailors Still Want This Slow Old Cruiser – Down East 38

Liveaboard Insurance: Harder to Get, More Important Than Ever: In this Practical Sailor boat tour, we take a deep look at the Downeaster 38, also known as the Down East 38, a classic full-keel bluewater cruising sailboat from Down East Yachts. Designed by Henry Mohrschladt and Bob Poole, the Downe...
Back on Board, Wind over Water, Episode 134 #companionwaydoors #sailboatrefit #cruisingsailboat
Wind over Water

Back on Board, Wind over Water, Episode 134 #companionwaydoors #sailboatrefit #cruisingsailboat

This week we finally get back on board and start preparing Windover for some summer adventures. We meet up with our good friend Peter Jardine and finish up a project we have been working on since 2019 and wow, what a fantastic job he did. So glad you all can join us for more fun, by Wind, over Water...
By The Bay, Wind Over Water, Episode #57
Wind over Water

By The Bay, Wind Over Water, Episode #57

Windover and her crew visit Reedville, the captain sustains an injury at sea and we visit Annapolis for a shower.
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