Watch Sailing & Boating Adventures Around the World tagged “LadyKSailing”

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 381 results
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 replac...
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 Benete...
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...
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: https://www.yachtworld.com/yacht/1994-island-packet-44-10017090/ 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, rep...
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 ...
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 Pac...
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...
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 ide...
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 y...
The Worst Catamaran Ever Made (The Wildcat 350 Controversy) – Ep 362 – Lady K Sailing
Lady K Sailing
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 — th...
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 S...
This $59,900 Sailboat Is READY to Sail Away Today! – Ep 359 – Lady K Sailing
Lady K Sailing

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...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Lady K Sailing

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 ...
Perfect $20,000 Sailboat (Catalina 30 Refit on a Budget) – Ep 358 – Lady K Sailing
Lady K Sailing

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 ...
Sailboat Secrets, 35ft boat for $9k! Lady K Sailing
Lady K Sailing

Sailboat Secrets, 35ft boat for $9k! Lady K Sailing

https://youtu.be/eBBfMDkHfBk?si=PLWkZ4ej6x4PSUUR How I bought a 35 foot sailboat for $9k Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing Or here to make a one time donation: http://www.ladyksailing....
Sail Smarter! Lady K Sailing
Lady K Sailing

Sail Smarter! Lady K Sailing

Sail Smarter! Want to help support Lady K Sailing? Click here to become a Patron: http://www.patreon.com/ladyksailing Or here to make a one time donation: http://www.ladyksailing.com/team-k Follow Lady K on Facebook: https://www.facebook.com/ladyksailing...
This Is Why Sailing Costs Less Than Rent (Seriously)  – Ep 356 Lady K Sailing
Lady K Sailing
When Your Wife Won’t Go Sailing – How to Get Your Partner Onboard the Dream – 355 -Lady K Sailing
Lady K Sailing

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 lifestyl...
Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing
Lady K Sailing

Valiant 40 Sailboat | The Legendary Bluewater Cruiser Changed Offshore Sailing Ep 352 Lady K Sailing

The Valiant 40 sailboat is one of the most iconic offshore cruisers ever built. Designed by Bob Perry in the 1970s, this legendary 40-foot yacht combined speed, comfort, and safety in a way no production cruiser had before. In this video, we take a deep d...
Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing
Lady K Sailing

Do NOT Buy – Prout 34 Bluewater Catamaran – Ep 351 – Lady K Sailing

Looking for a proven bluewater catamaran that won’t break the bank? Meet the Prout 34 Catamaran, a legendary British cruising multihull designed for serious passagemaking. In this video, we take a closer look at the history, design, layout, and sailing p...
Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing
Lady K Sailing

Westsail 32 Shipmaster Review | The Legendary Bluewater Cruiser Explained – ep 350 Lady K Sailing

Thinking about buying a Westsail 32 Shipmaster? In this video, we take a deep dive into one of the most iconic bluewater cruising sailboats ever built. The Westsail 32 earned its reputation as a rugged, heavy-displacement cutter that’s carried sailors sa...
Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing
Lady K Sailing

Best 30ft Sailboat to Buy? Catalina 30 Walkthrough & Review – Ep 349 – Lady K Sailing

Thinking about buying a 30 foot sailboat? The Catalina 30 is one of the most popular and best-selling cruising sailboats of all time — and for good reason. In this video, we dive into why the Catalina 30 is considered the best 30 foot sailboat to buy and...
Lost at Sea: The Story of Sailor Jay Caunter & His Sabre 34 Venture – Ep 348 – Lady K Sailing
Lady K Sailing

Lost at Sea: The Story of Sailor Jay Caunter & His Sabre 34 Venture – Ep 348 – Lady K Sailing

This is the story of sailor Jay Caunter, a man who set out aboard his Sabre 34 sailboat Venture in search of freedom and the call of the sea. Sadly, Jay was lost at sea, leaving behind both mystery and memory. In this video, we honor his journey, explore h...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart