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.

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SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD
The Cruising Kiwis

SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD

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...
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...
IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY
The Cruising Kiwis

IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY

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 Had Never Heard of Heysea… Until This 50’ Catamaran Shocked Us | Seaview 50 Tour
Boating Journey

We Had Never Heard of Heysea… Until This 50’ Catamaran Shocked Us | Seaview 50 Tour

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...
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...
GOODBYE – BIG CHANGES at sea
The Cruising Kiwis

GOODBYE – BIG CHANGES at sea

GOODBYE - BIG CHANGES at sea Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] Welcome back aboard. This week we&#...
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...
LIFE – Sailing Grenada
The Cruising Kiwis

LIFE – Sailing Grenada

LIFE - Sailing Grenada Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] Welcome back to Grenada, where we are soa...
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 ...
WHY WE WENT SAILING – the answer may surprise you!
The Cruising Kiwis

WHY WE WENT SAILING – the answer may surprise you!

WHY WE WENT SAILING Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] This week's sailing vlog we're bac...
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...
FROM HOSPITAL TO HERO – A KIWI’S WILD WEEK IN AMERICA
The Cruising Kiwis

FROM HOSPITAL TO HERO – A KIWI’S WILD WEEK IN AMERICA

FROM HOSPITAL TO HERO - A KIWI'S WILD WEEK IN AMERICA Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] This ...
We Hand Built Our Latest Yacht Upgrade!
Travel Sketch

We Hand Built Our Latest Yacht Upgrade!

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? – 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...
SUSPICIOUS ENCOUNTER with BOATS SAILING OFFSHORE VENEZUELA COAST
The Cruising Kiwis

SUSPICIOUS ENCOUNTER with BOATS SAILING OFFSHORE VENEZUELA COAST

SUSPICIOUS ENCOUNTER with BOATS SAILING OFFSHORE VENEZUELA COAST Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] ...
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...
WE DISCOVER ABANDONED OFFSHORE PRISON – SAILING FRENCH GUIANA
The Cruising Kiwis

WE DISCOVER ABANDONED OFFSHORE PRISON – SAILING FRENCH GUIANA

WE DISCOVER ABANDONED OFFSHORE PRISON - SAILING FRENCH GUIANA Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] I...
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. ...
INTO THE JUNGLE – SAILING FRENCH GUIANA
The Cruising Kiwis

INTO THE JUNGLE – SAILING FRENCH GUIANA

INTO THE JUNGLE - SAILING FRENCH GUIANA Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] After weeks of tension ...
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...
CHASED BY PIRATES : WHAT WE LEARNED & HOW WE’D DEFEND OURSELVES
The Cruising Kiwis

CHASED BY PIRATES : WHAT WE LEARNED & HOW WE’D DEFEND OURSELVES

CHASED BY PIRATES : WHAT WE LEARNED & HOW WE'D DEFEND OURSELVES Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email thecruisingkiwis@g...
SAILING FROM EAST AFRICA TO AMERICAS CHRISTMAS 2025
The Cruising Kiwis

SAILING FROM EAST AFRICA TO AMERICAS CHRISTMAS 2025

EAST AFRICA TO AMERICAS - SAILING CHRISTMAS 2025 Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] WEB SITE www.th...
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...
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