Watch Sailing & Boating Adventures Around the World – Page 8 of 32

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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We Dove with BULL SHARKS in Fiji… Here’s What Happened
WE|Sail

We Dove with BULL SHARKS in Fiji… Here’s What Happened

Welcome back to another episode of WE|Sail. EPISODE 336 Last week, we dove with black tip reef sharks - curious, peaceful, harmless. This week? Bull sharks. One of the most aggressive and dangerous shark species on the planet. We sailed to a new island in Fiji specifically for this: to dive with b...
Arriving in Miami by Sailboat! (At Night 🤯) Ep-210
Leading the Escapade

Arriving in Miami by Sailboat! (At Night 🤯) Ep-210

This week on Escapade the clock starts working against us! We kick things off by upgrading our guest cabin with a brand new custom mattress from Ship Shape Bedding. After templating the space, it’s time for the big moment—unpacking and fitting it onboard… and safe to say, it completely transforms t...
FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog
UNANCHORED LIFE

FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog

In this short clip from our Unanchored Life adventures in the US Virgin Islands, Ken’s long-awaited post-military hair growth takes an unexpected turn… somewhere between founding father and full-blown pirate. After nearly 30 years of Navy life and regulation haircuts, freedom has arrived — but so h...
We SOLD everything and moved on a boat
Sailing Clewless Crew

We SOLD everything and moved on a boat

Hi guys, welcome back to Sailing Clueless Crew! We sold everything and finally moved aboard our Fountain Pajot Astrea 42 catamaran in the boat yard—raw footage of liveaboard life starting on the hard before splashing the boat into the water. Video 6 captures the emotional chaos of ditching land life...
Mast Stepped, Boom Installed | We’re So Close to Launch Ep.68 #boatrefit
Sailing Roam

Mast Stepped, Boom Installed | We’re So Close to Launch Ep.68 #boatrefit

After nearly two years without a mast, this is the moment everything finally starts to come back together—we step the mast AND reinstall the boom, and for the first time in quite awhile… it actually looks like a sailboat again. In this episode of our sailboat refit, we complete one of the biggest m...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
Wildly Intrepid Sailing

We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376

After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji
WE|Sail

What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji

Welcome back to another episode of WE|Sail. EPISODE 335 Here's something most people don't realize about sailing: we spend about 80 to 90 percent of our time at anchor, not actually sailing. And honestly? Those are some of the best days. This is what a week at anchor in Fiji looks like f...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
Wildly Intrepid Sailing

This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days

This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
Phoenix Do Mar Is Born
Sailing With Phoenix | Oliver

Phoenix Do Mar Is Born

They say renaming a boat is bad luck… I did it anyway. Turns out the real danger was hiding inside the rudder. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portu...
What WE Actually Do on Our Sailboat | Liveaboard Life Between Adventures | Sail, Rinse, Repeat…
WE|Sail

What WE Actually Do on Our Sailboat | Liveaboard Life Between Adventures | Sail, Rinse, Repeat…

Welcome back to another episode of WE|Sail. EPISODE 334 We're back from Australia, the cook hook is installed, and we're heading deeper into Fiji's outer islands. But this episode isn't about big projects or dramatic sailing. It's about the everyday life aboard our sailboat...
Pleasure to Pressure
Sailing Clewless Crew

Pleasure to Pressure

From pleasure to pressure! 🏖️⚓ Join the Clewless Crew as we escape boatyard chaos for a sun-soaked day trip to a secluded Greek beach – puppies, swims, stunning views! But reality hits: catamaran refit gone wild! Watch John the pirate (new goatee alert 🚢) squeeze a washing machine into impossible ...
We Flew to Australia for the Same Price as a Boat Part — Sailing Delos Made It Happen
WE|Sail

We Flew to Australia for the Same Price as a Boat Part — Sailing Delos Made It Happen

A $2,000 boat part. Weeks of waiting. Shipping to Fiji. Or... fly to Australia and build it ourselves. In this episode, we make the call that makes no sense on paper — and ends up being one of the best decisions we've made this season. Warren and Erica leave SV VA safely at a marina in Fiji an...
BLUEST WATER IMAGINABLE – TOBAGO CAYS
The Cruising Kiwis

BLUEST WATER IMAGINABLE – TOBAGO CAYS

WE SAILED HERE - TOBAGO CAYS After weeks of hard work in a Trinidad boatyard, we sailed north through the Grenadines to pick up Declan and Ivan in St Vincent, then back tracked to the breathtaking, impossibly blue Tobago Cays, a tiny archipelago in the Southern Grenadines famous for it's cryst...
5 Things We Can’t Live Without on Our Boat | Sailing Essentials | EPISODE 332
WE|Sail

5 Things We Can’t Live Without on Our Boat | Sailing Essentials | EPISODE 332

Welcome back to another episode of WE|Sail. In this video, we're sharing the 5 must-have systems on our catamaran that keep us safe, self-sufficient, and sane while cruising remote anchorages. From navigating coral-filled passes in zero visibility to preventing those stressful anchoring moment...
Ep 392 | Shunt DILEMMA and Why We Chose Our NEW BOAT
Life in a Nutshell

Ep 392 | Shunt DILEMMA and Why We Chose Our NEW BOAT

Join us for a relaxed, chatty episode where we unpack tech decisions, talk through our new boat and share what’s next for our cruising plans. This episode is a long, chatty one. Magnus dives into the tech behind our battery system and the decisions we’ve made around the shunt wiring. We also tal...
Exploring a Fijian Village + When Anchorages Go Wrong | Sailing Fiji | EPISODE 331
WE|Sail

Exploring a Fijian Village + When Anchorages Go Wrong | Sailing Fiji | EPISODE 331

Welcome back to another episode of WE|Sail. Last episode, we left you hanging. Warren's nav panel project hit a snag—one component failed, and we had to wait weeks for a replacement part. Well, it finally arrived, and today Warren's finishing what he started. But that's not the only...
Living on a Sailboat: Projects, Delays & Adventures | Fiji Vlog | EPISODE 330
WE|Sail

Living on a Sailboat: Projects, Delays & Adventures | Fiji Vlog | EPISODE 330

Welcome back to another episode of WE|Sail. In this episode, Warren tackles one of the biggest upgrades we've done on the boat, rewiring our entire nav panel, the brain of our electrical system. But living on a boat means your home is also your workshop. The salon becomes a wiring station, too...
We Opened a Can of Worms on Our Sailboat – DIY Saloon Rebuild! Ep-206
Leading the Escapade

We Opened a Can of Worms on Our Sailboat – DIY Saloon Rebuild! Ep-206

This week on Escapade, we finally tackled a job we’ve known was coming. Part of our saloon has had water damage and rotten wood for a while — and although it would have been easy to patch over it, we knew that wasn’t good enough. If we’re preparing this boat for the Pacific, we want it solid. So w...
Sub-Freezing Refit Life | Boat Work When Winter Hits Hard Ep. 65 #refit
Sailing Roam

Sub-Freezing Refit Life | Boat Work When Winter Hits Hard Ep. 65 #refit

It’s the middle of winter, we’re still on the hard, and a sub-freezing cold snap has settled in—so this episode of our sailing refit looks a little different. When temperatures drop below freezing, outdoor projects grind to a halt, but refit life doesn’t stop. In this video, we show what winter boat...
The World Solo Sailing Built for Me — And a Decision About Karl
WhiteSpotPirates

The World Solo Sailing Built for Me — And a Decision About Karl

I flew to Mexico to visit my sailboat Karl — and to make a decision about his future. This episode dives into my world around solo sailing / solo boat life. The quiet problem-solving. The unexpected encounters. The freedom of figuring things out on my own. And the emotional weight of deciding whethe...
WE Visited the REAL Castaway Island in Fiji | Could We Survive? | Episode 329
WE|Sail

WE Visited the REAL Castaway Island in Fiji | Could We Survive? | Episode 329

Welcome back to another episode of WE|Sail. There's something about these Fijian islands and survival. Survivor was filmed here. Castaway was filmed here. So when we discovered Tom Hanks' Castaway island was just a few miles away, we had to see it for ourselves and honestly? Imagine if we...
Life Aboard Isn’t Always Smooth Sailing! Ep-205
Leading the Escapade

Life Aboard Isn’t Always Smooth Sailing! Ep-205

This week we continue heading south on the Intracoastal Waterway, making our way toward Palm Beach, Florida. What starts as a fairly normal cruising day quickly turns into something much more confronting. Between boat jobs like waterproofing our cushions and settling into life underway again, we’re...
Sailing 330 Islands in Fiji… There’s Got To Be One Just For Us | Episode 328
WE|Sail

Sailing 330 Islands in Fiji… There’s Got To Be One Just For Us | Episode 328

Welcome back to another episode of WE|Sail. Fiji has over 330 islands scattered across 750,000 square miles of the South Pacific—about half the size of the continental United States, but the actual land? Just over 7,000 square miles. The rest is all water, so having a boat is a plus in these parts....
The Ocean Doesn’t Care About Our Plans | Raw Sailing Reality in Fiji | Episode 327
WE|Sail

The Ocean Doesn’t Care About Our Plans | Raw Sailing Reality in Fiji | Episode 327

Welcome back to another episode of WE|Sail. Two weeks ago: back-to-back cyclone warnings, hunkered down in a marina. Today: isolated paradise, not a cloud in sight. This is the reality of sailing full time—the ocean operates on its own schedule, and your plans don't matter. In this episode, we...
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