Watch Sailing & Boating Adventures Around the World – Page 2 of 20

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 465 results
Everything Has Changed
The Cruising Kiwis

Everything Has Changed

Everything Has Changed For the first time in more than two months, our family is about to be reunited aboard our sailing catamaran Javelot. While I've been in England, following the loss of my brother Angus, Rob, Declan and Ivan have continued exploring the Caribbean without me. But now, with...
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. ...
We Weren’t Ready to Leave Yet | Life in the Marquesas
Sailing Big Lost

We Weren’t Ready to Leave Yet | Life in the Marquesas

After returning to Taiohae Bay on Nuku Hiva, we thought we'd only be staying a few more days before continuing west toward the Tuamotus Islands. The route was planned. The boat was nearly ready. All we needed was the right weather window. What started as an unexpected delay quickly turned into ...
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,...
Guess How Much We Spent On Our Catamaran!
Finding Our Isla Sailing

Guess How Much We Spent On Our Catamaran!

After weeks of battling Christmas winds, rough anchorages, and learning how to sail our Lagoon 450, we finally arrived in Saint Martin — the cruiser "Promised Land." And then we spent $12,870.66. 😳 In this episode, we're transforming Isla from a bare-bones boat into a true home for ...
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...
We Didn’t Think We’d Make It
Finding Our Isla Sailing

We Didn’t Think We’d Make It

After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin. But getting there was far from easy. In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredi...
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,...
We Flew to Florida to Buy Our Dream Boat…Then Everything Went Wrong| Season 2 Episode 1
Sailing Banana Pancakes

We Flew to Florida to Buy Our Dream Boat…Then Everything Went Wrong| Season 2 Episode 1

Welcome back to Banana Pancakes 🍌🥞 Or if you’re new here… welcome to our beautiful little shit show. After waiting THREE years, we finally flew to Florida to survey what could become our future floating home — a 2021 Leopard 50 catamaran. This is the exact boat we first stepped on during spring bre...
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...
We’re Back…..|Pre-Season 2
Sailing Banana Pancakes

We’re Back…..|Pre-Season 2

🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
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 ...
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...
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...
Everything Is Ready… Except One Thing | Pacific Crossing
Sailing Big Lost

Everything Is Ready… Except One Thing | Pacific Crossing

We’re officially ready to leave Panama and begin our Pacific crossing… but we’re still stuck. After weeks of preparation, boat work, and planning, everything now comes down to one final piece — our visas. 💛 Support the journey & shop our merch: 👉 We head into Casco Viejo after getting approva...
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 ...
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...
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...
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...
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 ...
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