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

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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Cruising Grenada | Friendships, Challenges & Boat Life
Sailing Big Lost

Cruising Grenada | Friendships, Challenges & Boat Life

This week we share some of the ups and downs of life aboard while waiting for a weather window to sail west. One of the greatest gifts of boat life has been meeting incredible cruising families and watching our kids form lasting friendships—learning to stay connected across distances and rekindling ...
Boat Work in Grenada | Gori Prop Service & Splash Day!
Sailing Big Lost

Boat Work in Grenada | Gori Prop Service & Splash Day!

After some much-needed time on the hard at Clarke’s Court Marina in Grenada, SV Big Lost is finally splashed back into the water! 🚤🌊 We tackled a few essential boat projects, including servicing our Gori Prop with the help of our good friend and fellow Vision owner, Michael. With the work complete,...
Final Push South: Sailing into Grenada!
Sailing Big Lost

Final Push South: Sailing into Grenada!

After months of island-hopping through the Caribbean, we make our final sail south to Grenada—our home for hurricane season and the place where we’ll tackle some much-needed boat work and cruising projects. We’re excited to reconnect with friends we’ve met along the way and finally slow down to rela...
From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Sailing Big Lost

From Sea to Summit: Sailing Martinique & Climbing Mount Pelée

Over the past week, we sailed down the eastern coast of Martinique – a charming French island in the Eastern Caribbean. We explored the colorful towns of Fort-de-France, Petite Anse d’Arlet, and Saint Anne… and ate more baguettes than we care to admit! The highlight of the week? Hiking Mount Pelée ...
Our Dinghy SANK?! Sailing to Martinique
Sailing Big Lost

Our Dinghy SANK?! Sailing to Martinique

What started as a smooth sail from Îles des Saintes to Martinique quickly turned into one of our wildest passages yet. As we sailed south through the Eastern Caribbean, we were surrounded by massive mats of sargassum, battled unpredictable gusts near Dominica, and watched fearless kiteboarders tear...
We Left in the Wrong Weather… Then Ripped Our Sail!
Sailing Big Lost

We Left in the Wrong Weather… Then Ripped Our Sail!

What started as a simple passage from Saint Kitts to Guadeloupe quickly turned into one of our more stressful sails. With winds stronger and angles tighter than forecasted, we made the mistake of flying our Code 55—and paid the price. A loud snap, a torn sail, and a lot of lessons learned. After th...
Into the Wind: Sailing East to Sint Maarten
Sailing Big Lost

Into the Wind: Sailing East to Sint Maarten

We set sail from the British Virgin Islands, taking on one of the most challenging points of sail: east into the trades. As we make our way to Sint Maarten, we reflect on the many passages that have brought us to this point—and why it always seems like we’re heading against the grain. With our sigh...
BVI Bound! The Next Leg of Our Southbound Sailing Adventure
Sailing Big Lost

BVI Bound! The Next Leg of Our Southbound Sailing Adventure

After picking up long-awaited spare parts in the US Virgin Islands, we leave Honeymoon Bay behind and set sail for the British Virgin Islands—our next stop on the journey south to Grenada for hurricane season. Our first destination: Norman Island, where we blow off some steam at the infamous floati...
Package Delays & Island Days | USVI Boat Life
Sailing Big Lost

Package Delays & Island Days | USVI Boat Life

After our 7-day passage to the USVI, we find ourselves in island time — waiting on delayed packages before we can continue our journey south to Saint Martin for hurricane season. While we wait, it’s a week of boat projects and island adventures! We spend time troubleshooting a radar that won’t acti...
We Finally Made It! 1,051 Nautical Miles to Saint Thomas 🌊⛵
Sailing Big Lost

We Finally Made It! 1,051 Nautical Miles to Saint Thomas 🌊⛵

After 7 days and 2 hours at sea, we finally made landfall in Saint Thomas! This was our longest passage yet — and our first without extra hands on deck — so we’re incredibly proud to have safely navigated 1,051 nautical miles as a family. Along the way, we battled rough seas and squalls, replaced a ...
The Route Less Traveled: Our Passage South
Sailing Big Lost

The Route Less Traveled: Our Passage South

After months of chaos—selling a boat, buying a new one, and surviving endless shipyard setbacks—we’re finally on the move. But we’re late. Hurricane season officially began on June 1st, and we’re already behind schedule. Rather than take the traditional Thorny Path through the Caribbean, we’ve chos...
Our First Sail on our NEW Vision 444 Catamaran – Finally!
Sailing Big Lost

Our First Sail on our NEW Vision 444 Catamaran – Finally!

After weeks of stress and setbacks at Harbour Towne Marina, the moment we've been waiting for is finally here—we're pulling the dock lines and setting sail for the very first time aboard our brand new 2023 Vision 444 catamaran! Our destination: Xquisite Marina in Freeport, where the rest ...
Another Bad Week In The Shipyard
Sailing Big Lost

Another Bad Week In The Shipyard

This week hit hard. After being told the marina would cover the damage they caused during our haul out—damaging our sail drive and prop—we got a call no boat owner wants: the general manager overruled the previous decision. Now, we're left with the full bill. Another crushing blow in what’s fel...
Accident After Accident — Our Toughest Week Yet!
Sailing Big Lost

Accident After Accident — Our Toughest Week Yet!

It’s been an incredibly challenging and frustrating week for the crew of Big Lost. After all the excitement and anticipation of finally closing on our brand-new Vision 444 ES, we were ready to set sail on the adventure of a lifetime. But instead, we’ve been hit with one unfortunate event after anoth...
A Catamaran With A Difference: The Vision 444’s Unique Design
Sailing Ruby Rose

A Catamaran With A Difference: The Vision 444’s Unique Design

The Vision 444 is a catamaran with a difference: originally designed for a wheelchair user, the design has evolved into a spacious and ergonomic space. In this week's episode we take a tour around this unique offering to the catamaran market and leave impressed with the build quality and liveab...
CATAMARAN BUILD – The ‘Reach Around’ Test 😲💩 (MJ Sailing – Ep 223)
MJ Sailing

CATAMARAN BUILD – The ‘Reach Around’ Test 😲💩 (MJ Sailing – Ep 223)

How much space do you really need on a toilet to do your business? Well at least enough room to reach behind you and wipe!! Last week you'll have seen that we received our compact toilet from Vetus, and this week we figure out placement for it in the master head. Which truthfully, is much ea...
You Probably Haven’t Seen This INCREDIBLE Catamaran Yet [Full Tour] Learning the Lines
Learning the Lines

You Probably Haven’t Seen This INCREDIBLE Catamaran Yet [Full Tour] Learning the Lines

The Vision 444 is a brand new to the market performance cruising catamaran in the mid-40 foot range that I believe is a strong competitor to what's currently out there. Built in South Africa, she's not only pretty, practical, livable, and sailable, but she is also very competitively priced...
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