Watch Sailing & Boating Adventures Around the World – Page 4 of 52
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.
SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD
This week we're experiencing the reality of boatyard life in Trinidad while finishing our haul-out, repairing systems, and discovering the unexpected kindness that makes the sailing community so special.
While working agai...
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...
IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY
Sand in our sail drive oil wasn't something we expected to find during a routine haul out in Trinidad. So how did it get there... and could it be sabotage?
This week we haul out in Chaguaramas, Trinidad, one of the most popular and cost effective ...
We toured the Heysea Seaview 50 Catamaran at the Miami International Boat Show (MIBS) — and honestly… we were shocked.
Before this boat show, we had never stepped aboard a Heysea catamaran (and barely knew the brand). But the Seaview 50 completely changed that. From the spacious salon layout to the...
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 ...
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...
GOODBYE - BIG CHANGES at sea
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Welcome back aboard. This week we...
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...
LIFE - Sailing Grenada
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Welcome back to Grenada, where we are soa...
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 ...
WHY WE WENT SAILING
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This week's sailing vlog we're bac...
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...
FROM HOSPITAL TO HERO - A KIWI'S WILD WEEK IN AMERICA
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This ...
This project has been a long time coming! In this episode, we finally finish and install the custom carbon fiber table for the roof of our sailing catamaran, starting from a bare foam core and ending with a professional level finish.... we hope! 😅
A full-blown composite build, we cut and shape the ...
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...
SUSPICIOUS ENCOUNTER with BOATS SAILING OFFSHORE VENEZUELA COAST
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...
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...
WE DISCOVER ABANDONED OFFSHORE PRISON - SAILING FRENCH GUIANA
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I...
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. ...
INTO THE JUNGLE - SAILING FRENCH GUIANA
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After weeks of tension ...
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...
CHASED BY PIRATES : WHAT WE LEARNED & HOW WE'D DEFEND OURSELVES
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EAST AFRICA TO AMERICAS - SAILING CHRISTMAS 2025
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WEB SITE
www.th...
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...
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