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.
Showing 1-24 of 1072 results
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
Why Are Sailboats So Cheap?
Why are sailboats so cheap right now? The used sailboat market is flooded with affordable boats from the 1980s, 1990s and early 2000s, and buyers have more choices than they’ve had in years. In this video, we look at why older sailboats can sell for $10,000 or less, why some boats are practically be...
The Coolest Boat You’ve Never Heard Of
Mr. Trash Wheel might be the coolest boat you’ve never heard of. This bizarre floating machine in Baltimore’s Inner Harbor uses river current, solar power, a giant water wheel and a conveyor belt to collect trash before it reaches the Chesapeake Bay and Atlantic Ocean. And yes, the giant googly eyes...
Hot Take – Slow Sailboats Aren’t Safer
Thinking about buying a sailboat? Whether you’re shopping for your first sailboat, a liveaboard sailboat, a bluewater cruising boat, or the perfect sailboat for the Bahamas and Caribbean, there’s one thing buyers often underestimate: speed. Cruising sailors are constantly told that heavy, slow sailb...
The MASSIVE Hunter Deck Saloon 41
Could the Hunter 41 Deck Salon be one of the most comfortable liveaboard sailboats you can buy for a cruising couple? In this complete Hunter 41 DS sailboat tour and review, we take a close look at this surprisingly spacious 40-foot cruising sailboat, including its huge deck-salon interior, two-cabi...
Should We Build our Aluminum Catamaran in TAIWAN? – (Episode 382)
In this episode we fly to Taiwan to meet with the owner of Ocean Group Asia, who insists that Taiwan is a great place to build our 62ft Aluminum catamaran! So we fly there to see this with our own eyes. To join us on Patreon and get exclusive content and a chance to come sailing with us click here!...
Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
How To Go Cheap! The Annapolis Sailboat Show
Planning a trip to the 2026 Annapolis Sailboat Show? In this video, I’m sharing my best insider tips for getting the most out of the biggest sailing event of the year, from where to park and when to arrive to which boats to see first, where to stay, what to expect inside the vendor tents, and how to...
The Boating Industry Has a Trust Problem
If you own a sailboat, sooner or later you’re going to need a marine mechanic, boatyard, marina, sailmaker, rigger, marine electrician, surveyor, or somebody to handle sailboat repair and maintenance. But how do you know who you can trust? Whether you’re researching how to fix a sailboat, sailboat...
STOP! You Don’t Need to Sail Around the World!
Are you looking for the best sailboat to sail around the world? Wondering what makes a good bluewater sailboat, whether you need a full keel, heavy displacement, a skeg-hung rudder, or one of those legendary offshore cruising boats everyone recommends? Here’s the problem: you might be shopping for ...
Is the Hunter 356 a Bad Boat?
Thinking about buying a Hunter 356 or shopping for the best 35-foot sailboat for cruising, weekends, or living aboard? In this full Hunter 356 review and boat tour, we look at the design, interior, cockpit, B&R rig, sailing performance, construction, known problems, and what owners have said aft...
HUGE Sailboat for Young Couple! Beneteau 440 and the Sailblazers
Check out the @Sailblazers Meet Sail Blazers, a young sailing couple doing something most people only dream about. Kendall and Finn are just 21 years old, sailing the Bahamas aboard their Beneteau Oceanis 440 and building their own sailing YouTube channel along the way. In this interview, we tal...
Why You Might Regret Buying a Watermaker
Thinking about installing a boat watermaker? Before you buy a marine watermaker, there’s a lot more to understand than gallons per hour. In this video, we look at the cost of a sailboat watermaker, how much electricity a watermaker uses, watermaker installation considerations, freshwater flushing, w...
Why You Need to Come to Annapolis This Year
BUY TICKETS HERE PLEASE 😊 Are you thinking about coming to the 2026 Annapolis Sailboat Show? Do you want to see the newest sailboat models, find the best cruising boat for a couple, buy a liveaboard sailboat, or finally start working toward your sailing dream? Join me at the Annapolis Sailboat Sho...
Don’t Live on a Sailboat Until You Hear This
Are you thinking about living on a sailboat? How much does it cost to live on a sailboat? Is living aboard cheaper than owning a house? How does a sailboat toilet work? Where does the waste go? How do liveaboards get electricity, fresh water, internet, groceries, showers and laundry? What happens wh...
The Perfect Cruising Sailboat | Pacific Seacraft 40
Is the Pacific Seacraft 40 one of the best cruising sailboats ever built for a couple? In this Pacific Seacraft 40 review and sailboat tour, we take a close look at Serenade, a 1997 Pacific Seacraft 40 cruising sailboat currently for sale, and ask whether this could be the perfect bluewater sailboat...
Their First Sailboat Is an Island Packet 40
Would you buy an Island Packet 40 before you even knew how to sail? M and Nick did exactly that. With zero sailing experience, they skipped the typical starter boat and jumped straight into owning a serious 40-foot bluewater cruising sailboat. In this episode of Small Channel Sunday, we talk about ...
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...
Can You Do the Great Loop for $20,000
Can you do the Great Loop for $20,000? In this episode of Practical Sailor, we build a complete budget Great Loop boat plan and ask how cheaply you could buy a used boat, prepare it, equip it, and actually complete the roughly 6,000-mile Great Loop route. We look at the best boats for the Great Loop...
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, ...
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...
Bayfield 36 – A Cheap Bluewater Sailboat
The Bayfield 36 is one of the most distinctive Bayfield sailboats ever built. Designed and constructed in Canada, the Bayfield 36 combines traditional styling, a clipper bow, cutter rig, long keel, protected rudder and a surprisingly spacious cruising interior. In this complete Bayfield 36 sailboat...
This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR
@boatfools #herreshoff #classicsailboat #Sailboattour #sailing #fiberglasssailboat At first glance, GALATEA looks like the kind of classic wooden yacht that belongs to another era. Look again. This remarkable 38-foot Herreshoff-designed cruising sailboat combines the unmistakable lines, bronze ha...