Watch Sailing & Boating Adventures Around the World – Page 2 of 21

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 497 results
Back on the Water in Bocas del Toro… 🌴 Ep-234
Leading the Escapade

Back on the Water in Bocas del Toro… 🌴 Ep-234

We’ve been itching to get back out exploring, and this time we’ve got a new toy to see the adventure from a whole different perspective! 🚁 In this episode, we take the Antigravity A1 out for its first real adventure. After learning the basics back in the boatyard, we head to Bocas del Toro, Panama,...
Our 4-Year-Old Started DIVING in the Caribbean! E395
Wildly Intrepid Sailing

Our 4-Year-Old Started DIVING in the Caribbean! E395

Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊 We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
Beauty Don’t Stop Us, We Gotta Get to La Paz Ep64
Sailing Into the Mystic

Beauty Don’t Stop Us, We Gotta Get to La Paz Ep64

Finally rounding the tip of the Baja Peninsula and enter the Sea of Cortez and what we immediately experience a whole different world. This one is packed full of scenery and wildlife that constantly surprises us in tis full glory! We are two recently retired educators, looking to live the blue wat...
The reality of living aboard a Sailing Catamaran Full Time
Sailing Sea Moon

The reality of living aboard a Sailing Catamaran Full Time

THIS IS NOT A HOLIDAY ⛵🌴 Living full-time aboard SeaMoon might look like one long holiday from the outside — sunshine, sailing, new places and the occasional camel ride! 🐪😂 But the reality is a little different. In this episode, we sit down and talk about what everyday life actually looks like wh...
Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5
Sailing Banana Pancakes

Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5

We bought a Leopard 50 catamaran, moved our family of six aboard—and immediately discovered our new home wouldn’t even fit at the dock. This is the chaotic reality of becoming a full-time sailing family. After saying goodbye to everything familiar and catching a one-way flight to Florida, it was fi...
There’s No Going Back Now Episode 4
Sailing Banana Pancakes

There’s No Going Back Now Episode 4

We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
“Pour Yourself a Glass of Wine…”  7 to 33 Knots E394
Wildly Intrepid Sailing

“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394

One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade
Holly and Ray

Life at Anchor Just Got Better: Our Anchor Alarm & Bow Shade

Two things have really changed the way we live at anchor this season. The first is our custom anchor alarm, which means we can both sleep easier at night. The second is the new shade over the bow. Together, they give us more comfort and peace of mind while living at anchor. When we arrived at the ...
We Had No Choice But to Let Them Lift Our Boat Again… Ep-233
Leading the Escapade

We Had No Choice But to Let Them Lift Our Boat Again… Ep-233

After our boat was badly damaged by the boatyard, we now have to trust them to lift Escapade again — and this time, everything has to go right. After everything that happened to Escapade, the time finally comes to start putting her back together. But before we can get anywhere near putting this ni...
Ablative v’s Coppercoat Antifouling – My honest opinion
Sailing Sea Moon

Ablative v’s Coppercoat Antifouling – My honest opinion

Coppercoat vs ablative antifouling — which is the better choice for your boat? In this Tech Talk, Scott gets into one of those subjects that every cruising boat owner has an opinion on: antifouling. After years of living aboard, cruising and maintaining our own boat, we’ve had plenty of first-hand...
We Needed to Leave… But the Weather Had Other Plans
Sailing Big Lost

We Needed to Leave… But the Weather Had Other Plans

We needed to get Big Lost to Tahiti. After dealing with alternator problems off and on since Saint Martin, there’s an alternator specialist in Tahiti who can finally help us figure out what’s going on. But sometimes the smartest decision you can make while cruising is deciding not to go. With 25–3...
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...
They Damaged Our Boat… And We Were Left To Fix It!  Ep-232
Leading the Escapade

They Damaged Our Boat… And We Were Left To Fix It! Ep-232

Our sailboat haul-out turned into the biggest nightmare we've ever faced after unexpected damage, an insurance dispute, and a lightning strike. What should have been a routine haul-out quickly turned into the biggest ordeal we've ever faced with our boat. What followed was months of unce...
Shopping for a Secondhand Sailboat? Which 1980’s “LUXURIES” Are STILL worth YOUR Investment?
Secondhand Sailors

Shopping for a Secondhand Sailboat? Which 1980’s “LUXURIES” Are STILL worth YOUR Investment?

In episode 75 of Secondhand Sailors, we answer the question on the mind of potential liveaboard cruisers who are searching for the sailboat they can call home-What features from the 1980's era sailboat are keepers and which are weepers? If you are looking for your sailing home, then you want ...
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...
64 Days Until I Sail Nonstop Around The World
Sailing With Phoenix | Oliver

64 Days Until I Sail Nonstop Around The World

Jerome and my brother join me on the first phase of sea trials ahead of my circumnavigation. In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from P...
What`s Next After Wahine?
Japan Solo

What`s Next After Wahine?

Chiharu has returned to Tokyo after ten unforgettable days together, and Mitsuharu and I have shared our final dinner before our next adventures begin. Wahine is now his boat, and preparations continue for Project Turtle Highway, his voyage from Japan to Mexico next year. As for me, I'm headin...
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...
From Corfu to Sarandë Albania: MONSTER Storm Dragged Us Onto a Shipwreck
Sailing Clewless Crew

From Corfu to Sarandë Albania: MONSTER Storm Dragged Us Onto a Shipwreck

We continue our journey From Corfu to Sarandë Albania: MONSTER Storm Dragged Us Onto a Shipwreck by first making landfall on the southern tip of Corfu, staging the boat near town, provisioning via a quirky dinghy run up a shallow river to Lidl, and wrestling with Greek port police, customs and the t...
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 ...
Sailing to Saba: The Caribbean’s Hidden Jurassic Island E390
Wildly Intrepid Sailing

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 Came for the Sailing… We Stayed for the Friendships
Sailing Big Lost

We Came for the Sailing… We Stayed for the Friendships

We thought sailing around the world would be all about the destinations. The turquoise lagoons. The remote islands. The adventure. But somewhere along the way, we realized the places weren't what changed us the most. It was the people. In this episode, we spend our final days in beautiful T...
We Hiked a Volcano with a 2 & 4 Year Old! | Mount Scenery, Saba E389
Wildly Intrepid Sailing

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...
Ignoring This Boat Upgrade Could Cost You Everything | TruDesign Install! Ep-229
Leading the Escapade

Ignoring This Boat Upgrade Could Cost You Everything | TruDesign Install! Ep-229

What happens if a through-hull fitting fails offshore? As we prepare Escapade for a Pacific Ocean crossing, we're tackling one of the most important sailboat maintenance jobs we've ever done: replacing our through-hull fittings and seacocks with a complete TruDesign installation. While i...
WeBoating
Logo
Shopping cart