Watch Sailing & Boating Adventures Around the World – Page 2 of 45
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.
Learning how to sail means learning that some sailing mistakes only need to happen once. In this episode, we look at the most common sailboat mistakes experienced sailors say they would never repeat, including reefing too late, sailing to a schedule, poor navigation and passage planning, anchoring m...
Where do you keep all your boat receipts, manuals, registration documents, maintenance records and paperwork?
Owning a sailboat or powerboat means accumulating an incredible amount of documentation. Receipts for marine electronics, batteries and repairs. Owner’s manuals for equipment. Boat registrat...
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Are catamarans actually worth the money, or have cruising sailors convinced themselves they need a floating luxury condo? In this Hot Take Tuesday, we’re looking at the real cost of cruising catamarans, whether most sailors actually need one, and why a much cheaper monohull can often do the exact sa...
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A true crime sailing mystery in the Bahamas has left the cruising community with more questions than answers. In April 2026, sailor Lynette Hooker disappeared while cruising the Abacos aboard the sailboat *Soulmate* with her husband, Brian Hooker. What was first described as a tragic man-overboard a...
Bayfield 32 Boat Tour: The Canadian Cruiser That Crossed the Atlantic takes you aboard a 1981 Bayfield 32, a traditional Canadian-built cruising sailboat known for its clipper bow, bowsprit, cutter rig, shallow draft, full keel and warm teak interior. Built by Bayfield Boat Yard in Ontario and desig...
In this episode, I sit down with **Sea Ox Sailing** to talk about life aboard their **Jeanneau 39i**, what they’ve learned cruising as a couple, and why they’re now thinking about making the jump from a monohull to a **catamaran**.
We get into what the Jeanneau 39i is actually like to own and sai...
@boatfools #sailboatcharter #bareboatcharter #morgan382 #morgan384 #sailingmaine
Did Our Charter Gambit Work? | Mid Season Update
Was putting our own sailboats into charter a brilliant idea—or a terrible mistake?
We're halfway through our first charter season, and it's time for an hone...
Tartan 395 Boat Review:
What makes a sailboat easy to sail? In this Practical Sailor video, we look at seven features that can make a sailboat easier, safer, and more enjoyable to handle. From manageable sail plans and well-placed cockpit controls to balanced steering, predictable stability, and c...
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Is the Beneteau First 36.7 the hidden gem of the used sailboat market? With examples listed across North America for roughly $70,000, this
Farr-designed performance cruiser offers something increasingly difficult to find: genuine speed, excellent upwind ability, three private cabins, a practical cr...
The $100K Cruiser Showdown: How the Catalina 380 Stacks Up:
Catalina 25 Sailboat Tour - Should You Buy One? In this complete Catalina 25 sailboat tour, we explore one of the most popular affordable cruising sailboats ever built and explain everything you should know before buying one. We tour the ...
@boatfools #southerncross #sailboatrefit #bluewatersailing #sailing #diyboat
3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour
Three years ago, Canadian Ken and I traveled up the Penobscot River to Winterport, Maine, to check out a very special sailboat: South...
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What should you inspect first when buying a used sailboat? This used sailboat buying guide explains what to look for when viewing sailboats for sale, how to inspect a sailboat before making an offer, and how to spot sailboat problems that could lead to expensive repairs. Whether you are boat shoppin...
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Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com
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Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com
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Is the Beneteau First 44.7 the perfect cruising sailboat for people who genuinely love to sail? In this Lady K Sailing review, we take a close look at a 2004 First 44.7 currently listed in Maryland for $120,000. Designed by Bruce Far...
Catalina 470 Used Boat Review:
Step aboard Reimagine, a Vision 444 ES sailing catamaran built for serious bluewater cruising, short-handed operation and real-world maintenance. In this Practical Sailor review, we examine the South African-built Vision 444 ES, including its resin-infused constructi...
@boatfools #Norseman447 #RobertyPerry #bluewatercruiser #sailing #yachttours
We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic
Why do so many sailors love the Norseman 447? In this episode of BoatFools Sailing, Green Mountain Josh returns for his first ...
Keel and Rudder Design Basics:
Deep keel or shoal draft: which should you buy? In this episode, we look at one of the biggest sailboat buying decisions cruisers face. A deeper keel usually means better windward performance, better pointing, less leeway, and a more planted feel under sail. But a sh...
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