Watch Sailing & Boating Adventures Around the World – Page 3 of 38
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This Brand New Catamaran Isn’t Mine… But I Took It Anyway
After months of waiting for my new catamaran… I finally got out on the water. The team at Island Spirit handed me the keys to their brand new 410 catamaran for a full shakedown cruise here in Thailand — and I couldn’t wait to see what it could do. In this video: Full walkthrough tour of the boat ...
Delivery Day… But My Boat Still Isn’t Ready 😬
I showed up expecting my new $1.5M electric catamaran to be finished… but something wasn’t right. The boat looks nearly complete — and honestly, it’s incredible to see how far it’s come. In this video, I take you inside the Island Spirit factory for a full walkthrough of the latest progress. But t...
Cape Verde: Sailing Between These Islands Feels Very Different
UNTIE THE LINES Season 8 Episode 39 (S8E39) ⇩ Join the wonderful support crew that makes these videos possible and get instant access to behind the scene footage, regular real time updates and even join some of the most magic moments of this journey during a live feed ⇩ ► YOUTUBE CHANNEL MEMBERSHI...
My $1.5M Catamaran STILL Isn’t Done…
My $1.5M electric catamaran is finally making progress… but somehow it still doesn’t look like it. In this episode I head back to the Island Spirit factory in Thailand for a full behind-the-scenes update on the build. It’s been a couple weeks since my last visit, and while a LOT has been done behin...
Could I Actually Retire on Koh Chang? Week One Reality Check
I spent a week on Koh Chang, Thailand to answer a real question: **could I actually retire here?** Not just visit for a few days—but really live here full-time without getting bored, running out of good restaurants, or feeling stuck on an island. In this video, I explore Koh Chang’s beaches, viewpo...
Could I Actually Live Here? (Thailand Test Week 🇹🇭)
On our final day aboard the Lagoon 400 in Thailand, we sail back to the charter base and say goodbye to an incredible week on the water. But the adventure doesn’t stop there… Koh Chang has been on my radar as a potential place to spend more time — maybe even retire one day. It’s insanely beautiful...
$15 Beach Bungalows in Thailand?! (Sailing Into a Storm)
We woke up anchored off Ao Salat on Koh Kood after one of the calmest nights we’ve had in Thailand. From there, we pulled anchor and set sail 18 miles north toward Koh Wai… with a thunderstorm building right in our path. After dodging the weather, we made it safely to Koh Wai and grabbed a mooring ...
We Found a Hidden Village Built Over the Ocean in Thailand
Today we explore one of the most unique places we've discovered while sailing in Thailand. We start the morning anchored off Bang Bao on Koh Kood, heading ashore in search of breakfast at a beautiful beachfront resort. Unfortunately… no luck. So we raise the sails and head around the island lo...
I Think I Want to Move to This Island in Thailand
We woke up to an incredibly calm morning anchored in a beautiful bay at Koh Mak, Thailand. With the water like glass and the jungle surrounding us, it was the perfect start to the day. After taking the dinghy ashore, Chloe and I went exploring through the jungle and stumbled upon something we defin...
Sailing Thailand! Lagoon 400 Day Sail to Koh Mak (With the Dogs!)
Today’s adventure starts with a 5 hour road trip from Pattaya down to Koh Chang, where we jump aboard a Lagoon 400 catamaran for a beautiful sail through the islands of eastern Thailand. After a quick tour of the boat, we untie the lines and head out for an easy 10 mile sail south to Koh Mak. This ...
6 Days of Open Ocean Sailing to the Cape Verde Islands
UNTIE THE LINES Season 8 Episode 37 (S8E37) ⇩ Join the wonderful support crew that makes these videos possible and get instant access to behind the scene footage, regular real time updates and even join some of the most magic moments of this journey during a live feed ⇩ ► YOUTUBE CHANNEL MEMBERSHI...
Should I buy this instead? Island Spirit 410 Tour
Should I buy the Island Spirit 410 instead of my new 525? 🤔 In this video I take you aboard the Island Spirit 410, the smaller sister ship to the Island Spirit 525e catamaran currently being built for me here in Thailand. At first glance it’s a seriously tempting boat—smaller, lighter, and a lot le...
FIRST Look at Our New $1.5M Catamaran! It’s Almost Ready…
It’s finally happening. After months of planning and waiting, we arrive in Thailand to see our brand-new catamaran for the very first time. But first… we had to get the dogs there safely — which meant flying them cargo to Bangkok. In this episode: • Sending Cougar & Merlin on their long journ...
We Partied on the WORLD’S LARGEST Cruise Ship! | Groove Cruise 2026
We just experienced one of the wildest events we’ve ever seen… Groove Cruise 2026 — a full-blown music festival… on one of the largest cruise ships in the world. For 4 nights we sailed from Miami to Nassau and back aboard the incredible Royal Caribbean International’s flagship, the Wonder of the S...
Party’s Over… Last Day in St. Martin
It’s our final day of this catamaran sailing charter in St. Martin… and we’re going out the right way. We drop anchor off the stunning beach in Grand Case, spend the afternoon dancing in the sand in front of the iconic Rainbow Café, and soak up every last minute of Caribbean sunshine. The energy, t...
Dutch vs French St. Martin: Cheap Lagoon Living… Then We LEFT
We explore Sint Maarten starting on the Dutch side — from planes screaming overhead at Maho Beach to cruising the surprisingly affordable liveaboard scene on Simpson Bay Lagoon. Living aboard here can be way cheaper than you might expect, and the vibe is lively, social, and easygoing. Then we clea...
Who Won My Boat?
The boat drawing is complete — and we have a winner. The drawing was done automatically, but the reserve was not met. As promised, that meant the winner would receive the partial cash equivalent of the funds raised rather than the boat itself. Right after the drawing, I called the winner to let hi...
Tiny Bikinis, Big Vibes | Wild Night in St. Barts
We kick things off soaking up the sun at Nikki Beach, easing into another unreal day in Saint Barthélemy. From there it’s poolside vibes, cold drinks, and Yosaira absolutely stealing the show in a tiny bikini that turns heads everywhere we go. That night? Things heat up even more as we head out for...
From French Chic to St. Barts Heat 🔥 | Caribbean Sailing Gets Wild
We start the day soaking up French Caribbean vibes at Grand Case, spending the afternoon at the iconic Rainbow Café. From there, we set sail for a short hop over to Anse Marcel, grabbing a marina slip and enjoying a relaxed night onboard. The next morning delivers one of those perfect sailing days ...
New Crew, New Catamaran & a Wild Night in St. Martin
We fly to the French side of St. Martin and kick off a brand-new sailing adventure aboard a 50-foot Leopard catamaran with an all-new crew. After provisioning and getting settled, we set sail along the coast toward the iconic anchorage at Grand Case. Once the anchor’s down, things take a turn… we h...
We’re Leaving French Polynesia… What’s Next?
Our final day in French Polynesia was one to remember. 🌴 We set out on a long hike through the jungle to some incredible waterfalls, soaking up every last bit of this amazing place before it was time to go. That evening we shared one final night onboard the catamaran, cooking dinner, watching the s...
A Perfect Lazy Sail in Paradise | Tahaa to Raiatea
We set sail on one of those rare, perfect days in French Polynesia—a slow, easy cruise from Tahaa to Raiatea. No rush, no schedule… just smooth water, warm sun, and island vibes. We enjoyed lunch underway while Chloe relaxed on deck, soaking it all in, before arriving at a stunning anchorage. From ...
Bikini Dancing, Rum & Sharks | Sailing French Polynesia
Island hopping around Taha’a in French Polynesia turned into one of our wildest days yet. Chloe was dancing on deck in her bikini as we sailed through crystal-clear lagoons, stopped to tour a local rum distillery, and then headed out to the barrier reef for snorkeling. Things escalated quickly when ...