Watch Sailing & Boating Adventures Around the World – Page 2 of 17

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 406 results
Cheap Sailboats Under $15K!💰 Dream? 💭 or Disaster? 😱#sailboat #dream #disaster #advice #boatbuying
Lady K Sailing

Cheap Sailboats Under $15K!💰 Dream? 💭 or Disaster? 😱#sailboat #dream #disaster #advice #boatbuying

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
Boat History Matters! Digital 📲 Logbook 📒 for Your Vessel ⛵ #vesselbook #boatmaintenance #advice
Lady K Sailing

Boat History Matters! Digital 📲 Logbook 📒 for Your Vessel ⛵ #vesselbook #boatmaintenance #advice

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com 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:
Boat Maintenance Mistakes That Can Cost You Thousands
Lady K Sailing

Boat Maintenance Mistakes That Can Cost You Thousands

These boat maintenance mistakes can cost you thousands of dollars, damage expensive equipment, and make your boat much harder to sell. From forgetting when the engine oil was changed to losing maintenance receipts, missing warranty deadlines, and letting safety equipment expire, many boat owners rel...
A Sailboat With No Keel? Shannon Shoalsailer 35
Lady K Sailing

A Sailboat With No Keel? Shannon Shoalsailer 35

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: The Shannon Shoalsailer 35 might be one of the strangest cruising sailboats ever built: a 35-foot sailboat with no conventional keel, no centerboard, no daggerboards, and only about 30 inches of draft. Designed by Shannon Y...
This 46-Foot Yacht Is Shockingly Cheap… Here’s the Catch
Lady K Sailing

This 46-Foot Yacht Is Shockingly Cheap… Here’s the Catch

Lady K Discord: 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:
Do Lagoon 450s REALLY Break in Half?
Lady K Sailing

Do Lagoon 450s REALLY Break in Half?

If you’re researching the Lagoon 450 bulkhead issue, wondering about Lagoon 450 structural problems, or asking “do Lagoon 450s break in half?” — this video breaks down everything you need to know. We cover forward bulkhead deformation on Lagoon catamarans, how common the issue actually is, which yea...
Everyone Hates This Sailboat… So Why Do People Love It?
Lady K Sailing

Everyone Hates This Sailboat… So Why Do People Love It?

Hunter 380 review, Hunter sailboat review, B&R rig explanation, Hunter Marine sailboats, is a Hunter sailboat good, Hunter 380 specs, Hunter 380 problems, coastal cruising sailboat, best sailboat for beginners, easy to sail sailboat, Chesapeake Bay sailing, Bahamas cruising sailboat The Hunter ...
Why Would Anyone Want a Trimaran?
Lady K Sailing

Why Would Anyone Want a Trimaran?

Why would anyone choose a trimaran over a monohull? In this video, we compare the Dragonfly 36 trimaran vs a Beneteau Oceanis 40.1 to answer one of sailing’s biggest questions: are trimarans better than monohulls? We break down trimaran vs monohull pros and cons, including speed, stability, comfort,...
Why Are Whales Sinking Sailboats?
Lady K Sailing

Why Are Whales Sinking Sailboats?

Why are whales sinking sailboats? Over the last few years, reports of orcas attacking sailboats have exploded across the sailing world, particularly off the coasts of Spain, Portugal, and the Strait of Gibraltar. Sailors have reported killer whales targeting rudders, disabling steering, and in some ...
Why Most People Quit Living on a Sailboat
Lady K Sailing

Why Most People Quit Living on a Sailboat

Living on a sailboat sounds amazing… until reality sets in. In this video, we talk honestly about why most people quit living on a sailboat. Not the romantic Instagram version. The real, day-to-day challenges that catch people off guard and slowly wear them down. If you’re thinking about: • living o...
The Cheapest Modern Sailboats You Can Actually Live On
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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)
Lady K Sailing

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
Lady K Sailing

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...
No One Wants This ISLAND PACKET 44! Ep 367 – Lady K Sailing
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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
Lady K Sailing

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...
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