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 1238 results
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat. From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
CROSSING OCEAN’S With A PREGNANT CHICK… | Sailing St Helena to Brazil… Ep 452
Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 Happy Travelling Before any big passage, there's always a long list of jobs to tick off. Once we've cleared out, the countdown begins, and we have 48 hours to leave the i...
Run, Surf, Summit… Cape Town at its Best | S5 E30
For weeks, Cape Town had been all about fixing the boat, chasing paperwork, and getting ready for the next leg of our journey. But once the biggest jobs were finally behind us, we realised we'd barely scratched the surface of one of the most beautiful cities we'd ever seen — so we decided ...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south. Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
I finally discovered what makes me sea sick | Family of 4 living aboard
Some days on the water remind us exactly why we chose this life. This week, we set off before sunrise on a 70-nautical-mile sail to our next destination. With calm weather, a beautiful day ahead, and 13 hours on the water, we settle in for another family adventure. Like any journey, there are a fe...
SSL776 ~ First Overnight Test after Refit.. How did She perform?
After almost a year on the hard, Sophisticated Lady is back where she belongs — offshore, under full sail, heading somewhere extraordinary. We pulled anchor from the stunning Rosario Islands of Colombia at dawn and pointed the bow toward one of the most legendary sailing destinations on the planet:...
Our Visa Extension Was Rejected… Cape Town Had Other Plans | S5 E29
📨 Join our newsletter: Our visa extension was rejected. After driving five and a half hours from Hout Bay to George to collect our decision in person, we got news we weren't expecting — and had to figure out how to pivot fast. We turned a stressful day into an opportunity, joining a half mar...
Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391
Saba completely stole our hearts, and saying goodbye wasn't easy. 🌋❤️ Before setting sail, we squeezed every last adventure out of what has become our favorite island in the Caribbean. Our final day starts with one last spectacular hike from The Bottom to Windwardside via the beautiful Crispee...
Why We Chose Boat Life (And What It Really Costs)
Why did we choose a boat over a house? And what does it really cost to live on a sailboat? These are two of the questions we get asked the most, so in this week's episode we're sharing the honest answers. When we first bought our sailboat back in 2019, it was all about adventure. But ove...
We Crashed Fiji’s MOST Exclusive Resorts by Sailboat
Come with us to explore FIJI by sailboat. This week we are seeing some of the most beautiful resorts of the Coral Coast of Fiji. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugro...
50 Knots and a Growing Job List: Preparing Happy Days for the Atlantic | S5 E28
Before we could leave South Africa behind for good, Happy Days needed to be ready for everything the Atlantic could throw at her. What followed was days of running rigging failures, 50-knot winds in the marina, and a job list that seemed to grow faster than we could tick it off. This episode we...
Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390
Saba completely blew us away. 🤯 After waiting for the perfect weather window, we finally sailed to one of the least-visited islands in the Caribbean—and it instantly became one of our favorites. Towering straight out of the sea, Saba looks more like something from Jurassic World than the Caribbean...
WE SAILED to one of the MOST REMOTE ISLANDS in the WORLD! St Helena Island… Ep 450
To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 After more than 1,800 miles and two weeks at sea, we have arrived to a small patch of land, in the middle of the South Atlantic Ocean… the tiny island of St Helena. And wow... it feels good to be here. ...
We Finally Rounded the Bottom of Africa | S5 E27
📨 Join our newsletter: Leaving Knysna was always going to be one of the biggest milestones of our South African adventure… but it didn’t come without a few heart-racing moments. After soaking up our final days exploring the beautiful Knysna Lagoon and sneaking in one last family surf at Victoria ...
We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389
After finally finding the perfect weather window, we arrive in spectacular Saba and check in by sailboat to one of the most unique islands in the Caribbean. Our adventure begins with a ride along the legendary "Road That Couldn't Be Built"—an engineering marvel carved into impossibly...
We dreamed of this life but its harder than we expected
Life on a sailboat isn't always sunshine and perfect anchorages. This week we're anchored at Pancake Creek, where we set off on a family walk to the lighthouse before the weather has other plans. After a few days stuck onboard with two young kids, we start questioning whether this lifesty...
The Brutal Truth About Cruising on a Budget & Surviving Storms at Sea
In this video, I’m tackling a list of questions collected from our recent live streams! From the best pocket cruisers for a Pacific crossing to the raw reality of catamarans vs. monohulls in bad weather, we cover it all. I’m also diving into storm tactics (heaving to vs. running with a drogue), wh...
South Africa Nearly Sent Us Home | S5 E26
With just 72 hours left on our South African visas, we thought paperwork would be the hardest part of our week. We were wrong. This episode follows our last few days in Knysna as we race to sort a visa extension before our time runs out — including a wrong turn, an unexpected phone call, and the ve...
Our First Overnight Sail as a Family
Our first overnight sailing passage took us from St. Martin to the U.S. Virgin Islands aboard our Lagoon 450 catamaran—and honestly, it wasn't what we expected. As a family of six living aboard full-time, sailing through the night with our kids was one of the biggest milestones of our journey....
After 13 Days & 1800 Miles… LAND HO! | Sailing South Africa to St Helena Island… Ep 449
Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 Happy Travelling Over a week has now passed since we left South Africa and the safety of land behind, we have now sailed far enough north to be enjoying the warm weather and steady...
Sailing to a Volcano: The Caribbean’s Island in the Clouds E388
After a much longer stay in Saint Martin than we ever planned, the day has finally arrived—we're setting sail for Saba! 🌊⛵️ Known as the Island in the Clouds, Saba rises dramatically from the sea as a towering volcanic peak, creating one of the most breathtaking landscapes in the Caribbean. We...
Sailing Into Fiji’s MOST TOXIC Harbor
Come with us to explore FIJI! This week we move into a harbor full of sunken, derelict vessels while trying to reprovision Machete. To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #lau...
Forced to Turn Around on South Africa’s Wild Coast | S5 E25
👇 PATREON SPECIAL OFFER For a limited time we’re offering 20% OFF Patreon memberships using the code PACIFIC26. Join us for early access to every episode, exclusive uncut updates, and behind-the-scenes content. 👉 Our passage down South Africa’s infamous Wild Coast was never going to be straightfo...