Watch Sailing & Boating Adventures Around the World – Page 4 of 127

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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Squalls Sloths & Surf… But Something Is Changing.. | EP145 HD 1080P
Motherload sailing

Squalls Sloths & Surf… But Something Is Changing.. | EP145 HD 1080P

The last two weeks aboard the Motherload have been a little bit of everything. Squally weather, wild skies, plenty of surf, and finally… SLOTHS! 🦥 After all the chaos, uncertainty, boat projects, and miles traveled, that first real encounter with sloths was one of those moments that stopped us in ou...
We Had to Dodge Whales All the Way to Langebaan | S5 E31
Sailing with six

We Had to Dodge Whales All the Way to Langebaan | S5 E31

We left Hout Bay after weeks of boat work and paperwork, ready to see a little more of South Africa before saying goodbye to it for good. First stop: anchoring beneath Table Mountain in Cape Town — a view we didn't need to go ashore to appreciate. From there, we sailed to Dassen Island, a prote...
Life aboard sailing across the Pacific Ocean..Ep 502
Sailing Catalpa

Life aboard sailing across the Pacific Ocean..Ep 502

Part 3 of sailing across the Pacific Ocean Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD For a discount on Sky & Sol go to or use the code SAILINGCATALPA For 20% off Florence ...
Have We Made a Huge Mistake?
The Cruising Kiwis

Have We Made a Huge Mistake?

Have We Made a Huge Mistake? Last week we wept as Declan and Ivan sailed off to Mexico to join a sailing cargo ship bound for the northern Atlantic and ultimately Hamburg. Their first contact with us when they reached the boat on Cozumel, left us wondering if we had made a huge mistake. Meanwhile R...
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Wildly Intrepid Sailing

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
Sailing Nandji – Frothlyfe

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...
This Wasn’t Supposed to Happen Yet – Episode 175
Sailing One Life

This Wasn’t Supposed to Happen Yet – Episode 175

Want to help support our video productions and get real time updates? 🌍➡️Join our One Life Crew here: 💦Grab a Sailing One Life Epic Water Filters Bottle! Use discount code EPICONELIFE here: To watch our journey from the beginning, click on our playlist: One Life Merchandise: For business i...
Run, Surf, Summit… Cape Town at its Best | S5 E30
Sailing with six

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 ...
We Never Expected to Find Family Here
Sailing Big Lost

We Never Expected to Find Family Here

When we left home to sail around the world, we thought the hardest part would be leaving our family behind. What we never expected was finding another family halfway around the world. After arriving in Moorea, we finally slow down enough to enjoy everything this incredible island has to offer—from...
After 8 Years…It’s Time to Say Goodbye
The Cruising Kiwis

After 8 Years…It’s Time to Say Goodbye

After 8 Years...It's Time to Say Goodbye And just like that...a chapter comes to a close. After eight years of live aboard sailing around the world, where Declan and Ivan have grown from boys to capable, adventurous young men, they are jumping ship, bound for Mexico to join a 106 year old sail...
Things aren’t going to plan Sailing across the Pacific Part 2 Episode 501
Sailing Catalpa

Things aren’t going to plan Sailing across the Pacific Part 2 Episode 501

Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD For a discount with Sky & Sol or use the code SAILINGCATALPA To contribute to the creation of theses videos For more on our fami...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Wildly Intrepid Sailing

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...
The MOST INTRIGUING ISLAND we have EVER Visited! Saint Helena Island… Ep 451
Sailing Nandji – Frothlyfe

The MOST INTRIGUING ISLAND we have EVER Visited! Saint Helena Island… Ep 451

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 Here we are, anchored in the middle of the South Atlantic Ocean at the tiny volcanic island of St Helena. After two weeks at sea, dropping the anchor into crystal-clear water, surrounded by an abundance...
I finally discovered what makes me sea sick |  Family of 4 living aboard
A Life Awry Sailing

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...
Sailing to Moorea Was Hard, The Reward Made It Worth It
Sailing Big Lost

Sailing to Moorea Was Hard, The Reward Made It Worth It

After weeks of exploring the remote atolls of the Tuamotus, it was finally time to sail to Moorea in French Polynesia. What looked like a straightforward overnight passage quickly reminded us that the ocean always has the final say. Rough seas, seasickness, and an uncomfortable sail tested the enti...
We Didn’t Know If We Could Keep Going…  | EP144 HD 1080P
Motherload sailing

We Didn’t Know If We Could Keep Going… | EP144 HD 1080P

For the past few weeks, we’ve questioned everything. After disappointment, uncertainty, and wondering if Motherload Sailing had reached its end, we honestly weren’t sure what came next. Sometimes life doesn’t give you a clear course—it simply asks you to keep moving forward. Then something unexpecte...
Our Visa Extension Was Rejected… Cape Town Had Other Plans | S5 E29
Sailing with six

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 Family Sailing Adventure Wasn’t Supposed to End Like This
The Cruising Kiwis

Our Family Sailing Adventure Wasn’t Supposed to End Like This

Family Sailing Adventure Wasn't Supposed To End Like This After safely sailing our damaged catamaran south from Antigua to Guadeloupe, we make one final stop in the breathtaking archipelago of Les Saintes, home to one of the Caribbean's most beautiful natural harbours and the best baguett...
Sailing 4000nm across the Pacific Ocean PART ONE Episode 500
Sailing Catalpa

Sailing 4000nm across the Pacific Ocean PART ONE Episode 500

Our 500th episode and the start of our Pacific crossing from Panama to French Polynesia Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mud/Wtr www.mudwtr.com/catalpamud or use Discount code CATALPAMUD For a discount with Sky & Sol or use the ...
Our FINAL Day on Saba | The Caribbean’s Most Incredible Island? E391
Wildly Intrepid Sailing

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...
FORCED to Leave Europe And Sail To Africa! One Last Mediterranean Adventure | S2 – EP9
The Runa Life

FORCED to Leave Europe And Sail To Africa! One Last Mediterranean Adventure | S2 – EP9

If you've ever wondered what the everyday looks like when you quit your job and live on a sailboat, this is it 😀 Last week, we began our sailing journey down Sardinia's stunning west coast as we head south towards Africa. With our time in Europe coming to an end, we're being forced t...
Why We Chose Boat Life (And What It Really Costs)
A Life Awry Sailing

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
Sailing Machete

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...
We Came for Paradise    We Found Something Better
Sailing Big Lost

We Came for Paradise We Found Something Better

We crossed an ocean chasing paradise. What we found was something even more valuable. For months, our family had been working toward this moment. Crossing the Pacific meant weather windows, long passages, constant planning, and the relentless pursuit of the next destination. Every mile brought us ...
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