Watch Sailing & Boating Adventures Around the World – Page 2 of 125
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.
Showing 25-48 of 2997 results
Why Most People Never Live Their Sailing Dream
Why do most people never live their sailing dream? It isn’t because sailing is impossible—it’s because they keep waiting for more money, more experience, the perfect sailboat, or the perfect time. Whether you’re interested in sailing for beginners, buying your first used sailboat, learning to sail, ...
Our Last Gulf Sail Before We Cross the Atlantic
In episode 79 of Secondhand Sailors, we update you with some surprise information: We are currently headed towards Europe! Today we let you join us for our last sail in the Gulf before we leave for Europe. #sailing #sailboat #secondhandsailors #SVDaisyMae
Why Are Used Sailboats So Cheap in 2026?
Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
Sailboat ABANDONED for Years, What Are the Consequences Here? | Learning the Lines
The phrase of the day is "cautiously optimistic." A few years and another country later, we're back at the Desperado project and committed to at least getting her in the water in 2027. Follow along for the DIY boat work aboard this 1991 Corsair F-27 performance folding trimaran.
What Do You Do With All Your Boat Receipts?
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...
Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery
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Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime
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Are Catamarans a Waste of Money? | Hot Take Tuesday
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...
The Boating Industry Is About to Change!
Go to www.vesselbook.com Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
True Crime Sailing – A Cruising Wife Vanishes in the Bahamas
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...
First Look at Our NEGLECTED Boat After YEARS. Big Mistake? | Learning the Lines
A few years and another country later, we're back at the Desperado project and committed to at least getting her in the water in 2027. Follow along for the DIY boat work aboard this 1991 Corsair F-27 performance folding trimaran.
Our boat won’t look the same after this | Step 495
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He Solo Sails a 39 Footer!
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...
The Ultimate Test Sail Checklist-Don’t Buy a Money Pit
In episode 77 of Secondhand Sailors, we walk you through the test sail process of buying a secondhand sailboat. Before buying a used boat, you must perform a proper test sail. Learn how to spot expensive maintenance disasters before closing the deal. Performing a thorough test sail is the most crit...
Beneteau First 36.7 ⛵ Hidden Gem 💎 Used Sailboat Bargain? 💰#sailboat #beneteau #bargain #hiddengem
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The Most Overlooked Sailboat on the Market | Beneteau First 36 7
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...
Sailing Nightmare! 😱 Overpowered Main⛵ & Catastrophic Accident! ⚠️ #sailing #accident #tragedy
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3 Affordable 💰 & Safe 🛟 Sailboats for World Cruising! ⛵ #sailboat #liveaboard #cruising #budget
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Cheap Sailboat⛵Trap! The Shocking😱TRUE Cost💰Revealed! #Boating #budget #sailboat #reality #repairs
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Sailing Passion😍 Is This The Ultimate Racer Cruiser? ⛵💨#sailing #BoatReview #performancesailing
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This $120,000 Beneteau Was Built to Cross Oceans Fast
Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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...
The ONE Thing We Disagreed on This Entire Refit | Step 494
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Cheap Sailboats Under $15K!💰 Dream? 💭 or Disaster? 😱#sailboat #dream #disaster #advice #boatbuying
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