Watch Sailing & Boating Adventures Around the World – Page 3 of 13
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 49-72 of 296 results
The Cheapest Modern Sailboats You Can Actually Live On
Can you live on a sailboat if you’re not a sailor? Yes. And it doesn’t have to be expensive, old, or uncomfortable. In this video, we’re talking about the cheapest modern sailboats you can actually live on. Not performance boats. Not ocean-crossing yachts. Just modern, affordable, floating homes tha...
Free Sailboat Living The Only Way It Actually Works
Can you really live on a sailboat for free? Not the Instagram fantasy version — the real, practical version. In this video, we break down how people actually live on sailboats for little to no monthly cost, using real systems that work in the real world. This isn’t about hacks or shortcuts. It’s ab...
A $5,000 Sailboat Can Cost You $40,000 – Ep 371 – Lady K Sailing
So you found a $5,000 sailboat. It floats. It has a mast. The owner says “just needs a little TLC.” What could possibly go wrong? In this episode of Lady K Sailing, we break down the real numbers behind “cheap” sailboats. Standing rigging replacement, new sails, chainplates, soft deck repairs, bu...
The Big Problem With Beneteau (It’s Not What You Think)
Are Beneteau sailboats really “bendy,” cheap, or unsafe — or is the internet just yelling again? If you’re a middle-aged couple thinking about selling the house, buying a sailboat, and cruising to the Bahamas or the Caribbean, chances are a Beneteau is already on your shortlist. They’re everywhere ...
Taswell: The Secret Bluewater Yacht Built Like an Oyster
Are Taswell yachts the best-kept secret in bluewater cruising? In this video, we take a deep dive into Taswell yachts and compare them directly to one of the most respected names in offshore sailing: Oyster Yachts. Using real-world listings, we show how a Taswell 56 can sell for hundreds of thousan...
We Asked YOU to Name Our New Boat! 14 Hilarious Suggestions
#boatfoolssailing #boatnames #sailboatlife #funnyboatnames Canadian Ken and I take a stroll with ocean views to tackle one of sailing’s biggest traditions — renaming a boat. Our “new-to-us” Morgan 384 Panache needs a name with a little more personality, so we dive into the hilarious, clever, and oc...
No One Wants This ISLAND PACKET 44! Ep 367 – Lady K Sailing
The boat for sale: Why is a 44-foot bluewater cruising sailboat priced so low? In this video, we take a deep dive into a 1994 Island Packet 44 that looks suspiciously cheap for its size, reputation, and offshore capability. Island Packet sailboats are known for being strong, conservative, full-ke...
Goodbye Catalina The End of America’s Favorite Sailboat Brand
For decades, Catalina Yachts was the front door to sailing in North America. If you learned to sail, cruised your first coastline, or ever thought “maybe this could be my life,” there’s a good chance a Catalina was involved. But right now, Catalina isn’t building boats. Production has paused. The ...
WHICH WOULD YOU TAKE? Ep 366 – Lady K Sailing
If you woke up tomorrow and won a sailboat lottery, but the prize wasn’t cash… it was a choice between two very different 47-foot sailboats, what would you do? In this video, we dig into a question that accidentally went viral on Facebook: Island Packet 439 or Beneteau Oceanis 47? Same size. Very...
Why is this Catamaran So CHEAP? – Ep 365 – Lady K Sailing
Why is this catamaran so cheap? 🤔⛵ Today we’re taking a deep, honest look at a Fountaine Pajot Mahé 36 Evolution, a real cruising catamaran that can sometimes be found for a shockingly low price compared to newer multihulls. Fountaine Pajot is one of the most respected catamaran builders in the wor...
These 4 Designers Built the Best Sailboats Ever – Lady K Sailing – Ep 364
Most sailboats are not accidents. They are the result of a few brilliant minds who figured out how to turn wind into speed, safety, and beauty. In this video, we break down the four sailboat designers who shaped sailing as we know it — the men whose ideas still influence the boats we buy, sail, and...
Learning to Sail: 5 Things I Wish Someone Told Me on Day One – Lady K Sailing – Ep 363
Sailing for beginners is a minefield of mistakes. You're watching the wrong videos. Most sailing advice skips the painful, embarrassing realities of Day One. I’ve sailed for years, and these 5 crucial things would have saved me thousands of dollars and years of struggle. Docking is terrifying. ...
The Worst Catamaran Ever Made (The Wildcat 350 Controversy) – Ep 362 – Lady K Sailing
Thinking about buying a Wildcat 350? Or just curious why this catamaran sparks so much controversy? In this video, we dive deep into the infamous Wildcat 350, the South-African-built catamaran with a reputation that swings wildly between “underrated gem” and “floating science experiment.” I found o...
Safest OLD Sailboats – Ep 361 – Lady K Sailing
What are the safest old sailboats ever built? In today’s episode of Lady K Sailing, we break down five legendary, storm-tested, ocean-crossing classics that earned their reputations the hard way. These boats aren’t about luxury or modern styling — they’re about survival, stability, and real offshore...
Everyone Should Own a Sunfish (Here’s Why) – Ep 360 – Lady K Sailing
The Sunfish is the best-selling sailboat of all time — over half a million built — and for good reason. It’s simple, portable, affordable, nearly indestructible, and one of the purest ways to learn and love sailing. Today, I’m diving into why the Sunfish became a legend, why it’s still one of the mo...
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing
Today we’re taking a deep dive into one of the best budget bluewater sailboats on the market: a 1984 Tayana 37 listed for $59,900. Yes… a real, offshore-ready, world-capable cruiser for under $60K — and you could quite literally buy it today and sail the Caribbean this season. In this video, we’ll ...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Could you really live on a sailboat for just $20,000? In this episode, we’re building the perfect budget cruiser — the legendary Catalina 30 — and transforming it into a self-sufficient liveaboard for under twenty grand. We’re adding 800 watts of solar power, a 300 amp-hour lithium battery, fixing ...
A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!
#boatfoolssailing #sailboatforsale #sailboattour ONLY 8 Ever Built! $75,000 Chuck Paine Intrepid 40 Sailboat | Full Tour This week, Canadian Ken, Captain Kew, and I climb aboard one of the rarest Chuck Paine designs ever launched: the 1986 Cape Dory Intrepid 40 — hull #7 of only 8 ever built. If ...
This Is Why Sailing Costs Less Than Rent (Seriously) – Ep 356 Lady K Sailing
Think sailing is only for millionaires? Think again. In this episode, we break down the real costs of living aboard and show how affordable it can be to start sailing. From budget boats to smart marina hacks, you’ll see exactly how people are doing it — right now. #Sailing #SailboatLife #LadyKSailin...
LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!
Tonight I’m spending your money. We're going BOAT shopping. If you're interested in learning more about sailboats, pick up my book - Chapter two is dedicated to teaching you everything you need to know to pick a gread offshore boat. We’re boat shopping together in real time. Production ...
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
So you’ve worked your whole life, ready to retire and sail off into the sunset — but your spouse just isn’t interested in sailing. You’re not alone. In this episode of Lady K Sailing, we talk about why one partner often resists the sailing lifestyle and how you can bridge that gap using real data, e...
This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR
#bluewatercruiser #cheoyleecclipper36 #sailboatreview #boatfoolssailing **The thumbnail image is a sister ship! The Clipper 36 Sailboat is a Winner! A SWEET 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR BoatFools Nation! This week, Canadian Ken couldn’t make the trip — so his body do...
$10K to $100K Sailboats — Which One Would YOU Buy?
If you’ve been watching the used sailboat market waiting for the perfect 2026 deal, this one’s for you. In this video, we break down five of the best budget sailboats you can buy — from a $10,000 weekend cruiser to a $100,000 liveaboard dream. We’ll cover real-world prices, performance, what to wat...