Watch Sailing & Boating Adventures Around the World – Page 8 of 29
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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$20,000 Condo in Virginia: Living on a Sailboat CHEAP Lady K Sailing
Rent is crazy expensive but living on a sailboat can be very cheap! This Island Packet 27 is an excellent choice in sailboat to live on and it’s for sale in Viriginia right now. You could sail to the Bahamas tomorrow. It may have chain plate issues but Mack Sails in Florida can fix sailboat chainpla...
“10 Days ‘Stuck’ in the Middle of Nowhere | Episode 286
This week on WE|Sail... We sailed into Minerva Reef, not expecting to spend 10 days here, but sometimes weather dictates the adventure! While waiting for a better weather window to continue our passage, we found ourselves "stuck" in what can only be described as a sailor's paradise....
Sailing to New Zealand Takes a Detour… Welcome to Minerva! | Episode 285
Welcome back to WE|Sail... Sailing to New Zealand didn’t go exactly as planned! After leaving Tonga, we made a pit stop at the remote and stunning Minerva Reef—but Mother Nature had other plans. Stuck in this atoll, we’re waiting for the perfect weather window to continue our journey south. Join ...
19 Year Old Crossing Pacific ALONE on 27 Foot Boat – Ep 311 – Lady K Sailing
THIS – is Garrett! 19 years old and HE DID A PACIFIC CROSSING by himself on a 27 foot Nor'sea sailboat. It’s a heck of a story, he’s a heck of a guy, and it – is a heck of a boat! He has a leak he can’t figure out, his AIS collision alarm goes off out there in the Ocean, he can’t sleep, he g...
Passage Prepping: Sailing to New Zealand | Episode 284
Welcome back to WE|Sail, This weeks episode, we hit the ground running and get right back to boat work after a 6 week, 30,000 mile trip around the world. We are preparing for a big passage from Tonga to New Zealand. We have things to fix, things to ready and crew to welcome before we set sail on t...
The AMAZING DEAL Boat to Buy in 2025 – Jeanneau Sun Odyssey 37 vs Catalina 380 vs Beneteau 37.1
Sailboat shopping? Want to get the best bang for your buck on a cruising sailboat in 2025? The Catalina 380 was all the rage in cheap sailboats but, they're hard to find now. The Beneteau uses glued in keel matrix strigners that can lead to keel failure. The Jeanneau Sun Odyssey 37 doesn't...
A Trip Around the World with WE|Sail – Circumnavigation in 6 Weeks | Episode 283
Welcome back to WE|Sail! This week, we say goodbye to our beloved floating home, VA, and embark on an incredible 6-week journey around the globe! Our circumnavigation by air! First stop: Greece, where we’ll spend 3 weeks hosting charters in one of the world’s most stunning sailing destinations. W...
LIVE: Zingaro is KEEPING THE BOAT??? (Live sailing offshore MERRY CHRISTMAS!)
Zingaro is on DAY 14 of an offshore passage Annapolis, USA - Cartagena, Colombia. Join us for the CRAZY STORY!
Greatest Sailing Adventure Movie Ever! Lady K Sailing – Ep 309
In 2008, a farm boy from Indiana named Alex Rust was working at The Chicago Board of Trade. He found success, but not happiness. At the age of 25 Alex quit his job and drove to Florida in search of something better. He traded his old minivan for a small sailboat he found on Craigslist. Alex taught h...
From Earthquake to Euphoria: Ending Our Tonga Journey in Style | Episode 282
Welcome back to WE|Sail! This week, we’re sailing through the calm after the storm—literally. Following the recent earthquake and tsunami scare, life on the water slowly settles back to "normal" (as normal as it can be when your home floats!). We’re treated to some of the most breathtaki...
Dangerous Sailboat Myths Busted! Ep 308 – Lady K Sailing
How to sail safely is a complicated topic and which sailboat to buy really depends on what you plan to use the sailboat for. Sialing the Bahamas or Sailing Caribbean islands or, sailing across the ocean. We've seen too many sailing couples adventure off only to have sailing emergencies or saili...
Lost at Sea Sailing Couple From YouTube Dies in Life Raft – Ep 308 – Lady K Sailing
A sailing couple with a great YouTube channel sails off on an Atlantic Crossing to Portugal on their 42 foot Gib’sea ketch cruising sailboat and is lost at sea. A rescue begins and the boat is never found until they wash ashore on Sable Island in a life raft. This electric powered sailboat may not h...
Sailing the Unexpected: Earthquakes, Tsunami Threats, in Tonga | Episode 281
Welcome back to WE|Sail! This week’s episode is packed with highs, lows, and a few unexpected twists. After saying goodbye to our friends and celebrating their surprise engagement, we continued our journey through the breathtaking islands of Tonga. While we loved having them aboard, the timing coul...
Goodbye👋Luperon (Leaving After 7 Months)
We. Are. GONE! This is my final video from the Dominican Republic. But before I go, I want to look back at all the good times I've had there. And give you a little sneak peak at what is to come in the 100 day Waterworld Challenge _________________________________________________________________...
She Said YES!!! – A Surprise Proposal Sailing in Tonga | Episode 280
Welcome back to WE|Sail, this weeks episode we kick off right where we left you hanging with the anticipations of a surprise proposal of our friends Miles and Lauren. The hunt for the perfect spot was over and now it was up to us to make sure Lauren didn't know what we were up to and for Miles ...
Sailing Couple Tragic Accident At Sea – Lady K Sailing Ep 306
A sailing couple wants to live the dream and sail around the world on their CNB 66 foot sailing but sailing from the Caribbean islands to Bermuda and on the Nova Scotia turns deadly when a squall hits their boat and things get out of control sailing in the ni #sailingcouple #sailingdisaster #sailboa...
A Journey to YES – The Search for a Perfect Proposal Location by Sailboat | Episode 279
Welcome back to WE|Sail, this week we have our friends finally aboard and there is a special surprise that is about to happen. We are on a mission to make this a very special moment for them both. Our friend Miles wants to propose to his girlfriend of 11 years and so we team together to help him...
CHEAPEST Options for Young People – Ep 305 – Lady K Sailing
Rent is a huge price now and the cheapest option for tiny living is usually a sprinter van or building a skoolie out of an old school bus but, living on a boat might be even better! Cheap sailboats make great homes and often are cheaper on insurance and monthly costs. This week we explore living ona...
Our Best Friends Come Sailing in Tonga | Episode 278
Welcome back to WE|Sail, on this week's episode WE do some serious sailing in order to pick up some friends who fly in to see us all the way from the USA!! On the way down we encounter hundreds of humpback whales and even have some close calls with a few of them...... But we make it safely to t...
MASSIVE STORM hits Sailboat Race in Mobile Alabama – Ep 304 – Lady K Sailing
The sailboat races to Dauphin Island Alabama was hit my a massive storm system that started in Texas and collided with a 125 entry sailboat race. In all, 40 people were rescued in this horrible sailing disaster, 8 boats lost to the sea and 6 casualties reported. The US Coast Guard released a stateme...
Super Salty Sailing in Tonga | Episode 277
Welcome back to WE|Sail, on this week's episode we set sail south through the island groups of Tonga in hopes of being at the main airport in the southernmost island in time to pick up our friends who arrive in just a few short days! Follow along to see what kind of trouble we stir up along the...
Bayesian Disaster VS New York Times – Unsinkable! Ep 303 – Lady K Sailing
Perini Navi, owners of the company who built the Bayesian Superyacht that sank in Italy in a sudden weather event are filing suit against the New York Times claiming the Bayesian was unsinkable, blaming the crew for mistakes made when the sailboat superyacht sunk. Check out the Practical Sailor epi...
Happiest Girl in the World – Swimming with Whales in Tonga | EPISODE 276
Welcome back to WE|Sail, on this week's episode we arrive into the next island group of Vava'u after an amazing overnight sail from Niuataputopu, and we are immediately greeted by whales as we have also just arrived at the beginning of whale season. We are thrilled to be here at this tim...