Watch Sailing & Boating Adventures Around the World – Page 3 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.

Showing 49-72 of 1225 results
SAYING GOODBYE – Sailing the Caribbean
The Cruising Kiwis

SAYING GOODBYE – Sailing the Caribbean

SAYING GOODBYE - Sailing the Caribbean Sooner or later, every voyage reaches it's destination, and this week is all about goodbyes. While I farewell my beautiful brother Angus, Rob, the boys and our patron Diane continue sailing south through the Caribbean Leeward Islands, Making their way fr...
Selling It All To Live On A Sailboat| Episode 3 Season 2
Sailing Banana Pancakes

Selling It All To Live On A Sailboat| Episode 3 Season 2

Join Our Banana Crew Follow the Satterlee boys at www.youtube.com/@UCKZtIu4ylFXnKkBrf161RFg We just bought our dream boat… Now we have to sell everything we own. After months of searching, countless debates, and a lot of prayers, we officially became the owners of a 2021 Leopard 50 catamaran. ...
DRUG SEARCHED in Netherlands ‘highest’ kingdom
The Cruising Kiwis

DRUG SEARCHED in Netherlands ‘highest’ kingdom

DRUG SEARCHED in Netherlands 'highest' Kingdom This forgotten corner of the Caribbean is just five square miles making the Island of Saba one of the smallest special municipalities in the Dutch Caribbean. This week the crew have departed Sint Maarten to sail to this tiny volcanic island,...
The REAL PIRATES of the Caribbean
The Cruising Kiwis

The REAL PIRATES of the Caribbean

The REAL PIRATES of the Caribbean Do you know who the real pirates of the Caribbean are? It's not people sailing around on boats. When we were sailing in Martinique, we bought three little copper washers. When we inquired why they cost $64 we were told it's because they have holes in them...
Do we get our dream boat? Check out this week’s episode Saturday morning!
Sailing Banana Pancakes
I was Fine…till I Wasn’t!! Tough times Sailing the Caribbean
The Cruising Kiwis

I was Fine…till I Wasn’t!! Tough times Sailing the Caribbean

I Was Fine... Till I Wasn't - Sailing the Caribbean Welcome back aboard for another Caribbean sailing adventure. This week our patrons our patrons Greg and Gideon experience their very first offshore sailing passage, on our live aboard catamaran, departing Saint Martin for Saint Barts. Its a...
CREW CHANGE – A Caribbean sailing adventure
The Cruising Kiwis

CREW CHANGE – A Caribbean sailing adventure

CREW CHANGE - A Caribbean sailing adventure Love your life. Take pictures of everything. Tell people you love them. Talk to random strangers. Do things you're scared to do. Take your life and make it the best story in the world. Don't waste that shit. Welcome back aboard in Sint Maarten,...
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:
Our WORST EVER Day Passage! I Gear failure & Heart break
The Cruising Kiwis

Our WORST EVER Day Passage! I Gear failure & Heart break

Our WORST Day Passage! I Gear failure & Heart break Three quarters of the way sailing around the world, and one of our toughest day passages happens in the Caribbean. This week, Rob and the boys sail north through the Lesser Antilles, battling rough conditions, shifting winds, strong current, ...
Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!
The Cruising Kiwis

Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!

Caribbean sailing life | Together, apart This week's episode takes us across oceans from the Caribbean Islands to England, as life on and off the boat unfolds in very different ways. While Rob and the boys sail north, along the west coast of Guadeloupe, they are treated to an unforgettable en...
SHE’S LEAVING
The Cruising Kiwis

SHE’S LEAVING

SHE'S LEAVING This week set sail we continue our sailing adventure, sailing north from Martinique to Dominica, but what began as a simple passage quickly became something very different and everything changed. This episode is a reminder that while sailing is about freedom and adventure, life ...
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...
The Cruising Kiwis (TCK) is live
The Cruising Kiwis

The Cruising Kiwis (TCK) is live

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.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
A Day in The Life of Live-aboard Sailors
The Cruising Kiwis

A Day in The Life of Live-aboard Sailors

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.thecruisingkiwis.com SOCIAL MEDIA Follow us on: In...
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,...
THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF
The Cruising Kiwis

THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF

THE DEADLIEST VOLCANO YOU'VE NEVER HEARD OF This week we continue exploring the beautiful island of Martinique, but beyond the beaches and rainforest lies a much darker history. One of the most devastating events in Caribbean history, the 1902 eruption of Mount Pelée. With the volcano still ac...
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 ...
SAILING MARTINIQUE WITH TWO CAPTAINS – WHO’S IN CHARGE
The Cruising Kiwis

SAILING MARTINIQUE WITH TWO CAPTAINS – WHO’S IN CHARGE

SAILING MARTINIQUE WITH TWO CAPTAINS - WHO'S IN CHARGE We are sailing the west coast of Martinique, but with a twist... The Captain is away. With Rob back in New Zealand, Declan and Ivan step to take the helm to keep our Caribbean sailing adventure moving forward. The only problem, which one ...
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 CAPTAIN’S LEAVING | SAILING THE CARIBBEAN
The Cruising Kiwis

THE CAPTAIN’S LEAVING | SAILING THE CARIBBEAN

THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN This week we're sailing north through the Caribbean, leaving the Grenadines and St Lucia in our wake as we make a fast passage towards Martinique. This isn't the slow island hopping journey we planned. Instead, we're on a tight sched...
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...
BLUEST WATER IMAGINABLE – TOBAGO CAYS
The Cruising Kiwis

BLUEST WATER IMAGINABLE – TOBAGO CAYS

WE SAILED HERE - TOBAGO CAYS After weeks of hard work in a Trinidad boatyard, we sailed north through the Grenadines to pick up Declan and Ivan in St Vincent, then back tracked to the breathtaking, impossibly blue Tobago Cays, a tiny archipelago in the Southern Grenadines famous for it's cryst...
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...
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