Watch Sailing & Boating Adventures Around the World – Page 5 of 30
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9 Days and Counting… #sailboatrefit
We have 9 days left on the hard, and today we're putting the steering back in place. Mistakes were made...
Sailing Fiji After the Storm | Sun, Turquoise Water & Beach Cocktails – WE|Sail Ep. 339
Welcome back to another episode of WE|Sail. EPISODE 339 Nearly a week of grey skies, rain, and nowhere to go. That's the paradise tax — and this week, it finally came due. But when the sun broke through and the water turned that perfect shade of turquoise? Every single grey day was worth it. ...
From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379
What started as a simple sail turned into a full-on emergency… As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out. From there, we sail on to Culebra—...
We’re Back…..|Pre-Season 2
🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
Marinas Are Quietly Banning Older Boats
Giving Old Winches New Grip: Are marinas starting to quietly ban older boats? Across California and other high-demand coastal areas, boat owners are reporting increasing difficulty getting slips for vessels over 20–30 years old. While there’s no official law restricting boat age, many marinas are ...
We Thought It Was Seasickness… It Was Dengue
Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail
Welcome back to another episode of WE|Sail. EPISODE 338 I'm Warren, this is Erica, and over the last seven years we've slowly been working on a circumnavigation that we promised family would only take two. Lately we find ourselves in Fiji, and we chose to do something very few other cruis...
PRIVATE Island bliss…Then we Invited a Rock Legend Aboard | Guana Island BVI #trawlerlife
Sailing through the British Virgin Islands, we moored off the ultra-exclusive Guana Island—a private island paradise with one of the most beautiful beaches in the Caribbean. What starts as a peaceful day of boat life quickly turns surreal when we meet rock legend Billy Squier… and end up inviting hi...
S1E46. Nothing Goes As Planned… But We Fixed a MAJOR Boat Leak!
This week on Sailing UV… nothing goes according to plan 😅 We bounce between projects, start things we don’t finish (classic), and somehow still manage to make serious progress on the boat. From installing speakers 🎶 to tracking down and fixing a stubborn leak at the base of the mizzen mast… it’s on...
We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378
Not every stop is planned… and sometimes those are the best ones. We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
Living Aboard During Cyclone Season in Fiji | Why No One Sails Here
Welcome back to another episode of WE|Sail. EPISODE 337 Seven years. Over 30,000 nautical miles. We've sailed to some incredible places, and Fiji is definitely one of them. Our days have a rhythm: sail, anchor, explore, maintain the boat, edit. The flow is pretty much the same. But somehow, e...
3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377
Not every sailing day goes to plan… and this one REALLY didn’t 😅 We kick things off with a beautiful, calm sail past Cabo Rojo Lighthouse—one of the most stunning coastlines in Puerto Rico. But from there… things start to unravel. We anchor in La Parguera hoping to experience the famous biolumines...
LOST? Night Kayaking in St John… Until Captain couldn’t find us! #stjohn #trawlerlife
🌙 We thought a peaceful night kayak in St John, US Virgin Islands would be a magical experience… and it was—until our captain (Ken) tried to find us with a spotlight and things got slightly ridiculous. In this clip from our Unanchored Life adventure aboard our Kadey Krogen 55 trawler, Elsa and I he...
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
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
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
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
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
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
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...
Everything Is Ready… Except One Thing | Pacific Crossing
We’re officially ready to leave Panama and begin our Pacific crossing… but we’re still stuck. After weeks of preparation, boat work, and planning, everything now comes down to one final piece — our visas. 💛 Support the journey & shop our merch: 👉 We head into Casco Viejo after getting approva...
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...