Watch Sailing & Boating Adventures Around the World – Page 6 of 137
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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 ...
Why We Need To CLOSE UP THE BOAT? Building Our Own Aluminum Catamaran Pt. 60
Head to for 10% off your first month of therapy with our paid partner, BetterHelp. Make your mental health and growth a positive focus this year. If you've been following along with the previous two episodes, you know that we're DEEP into the project of installing the windows. All the s...
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...
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...
Most Boats Don’t Have This Many 😮
Watch the full episode here: This week's episode is all about HATCHES, and this is a day we've been looking forward to for quite some time. There are a lot of special details on the boat that will really make her stand out, but this is one in particular that we are beyond stoked about, a...
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...
Episode 13: Cleared into Australia and then Full Sending it on a 60ft Performance Cat in 35 knots!
🌎 Get an exclusive 15% discount on Saily data plans! Use code calicoskies at checkout. Download Saily app or go to ⛵️ This is my new channel where I will continue the story aboard Calico Skies, but with a fresh perspective, new adventures, and the same passion for sailing, discovery, and storytell...
Most Boats Don’t Have This Many 😮 Aluminum Catamaran Build Pt. 59
Get 15% off Saily data plans using our code SVDELOS. Visit to get started! This week's episode is all about HATCHES, and this is a day we've been looking forward to for quite some time. There are a lot of special details on the boat that will really make her stand out, but this is one ...
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...
This One Change Transformed Everything 🤯 Building Our Own Aluminum Catamaran Pt. 58
Watch the FULL one hour deep dive into our electrical system on Patreon. Our Patrons get access to exclusive content just like this, plus all our videos early & ad free, invites to meet ups, and lots more! We've got a BIG project kicking off in this week's episode that is going to ...
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...
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...
We’ve Never Seen This Done Before 😮
Watch the full episode here: We've got a suuuuper exciting project for ya in this week's episode...We're diving into our dinghy lifting system! And I think we've come up with something super convenient, very sexy, and quite different than anything we've seen on any other ...
We’ve Never Seen This Done Before 😮 Building Our Own Aluminum Catamaran Pt. 57
Get 4 months extra on a 2 year plan here: It’s risk free with Nord’s 30 day money-back guarantee! We've got a suuuuper exciting project for ya in this week's episode...We're diving into our dinghy lifting system! And I think we've come up with something super convenient, ver...
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...
Episode 11: My Longest Solo Sail Yet, Alone all the Way to Australia (Calico Skies – New Horizons)
This is my new channel where I will continue the story aboard Calico Skies, but with a fresh perspective, new adventures, and the same passion for sailing, discovery, and storytelling that has always been at the heart of my journey. Please Subscribe and continue with the journey of Calico Skies! Ov...
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...
We’re NOT Painting Our Boat (And Here’s Why) 🧐 Aluminum Catamaran Build Pt. 56
Head to for 10% off your first month of therapy with our paid partner, BetterHelp. Make your mental health and growth a positive focus this year. We're back at it in the workshop, and in today's episode we do a deep dive into a topic that we've gotten sooo many questions about: What...
Farewell Delos: The BIG Goodbye 😢 Sailing Vessel Delos Ep. 529
Watch the full episode here: Welp, the day has finally come 🥺 This doesn't even feel real still. The time has finally come to say goodbye to our beloved Delos after a 15 year partnership. Check out the full episode as we reflect on the journey, and share what the future holds for Delos (and ...
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....
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...
Farewell Delos: The BIG Goodbye 😢 Sailing Vessel Delos Ep. 529
Rocket money is free to download and you can get a free premium trial when you sign up with my link 👉 Welp, the day has finally come 🥺 Today's episode is one that doesn't even feel real still. I don't even know where to begin with describing how this episode feels, so I think I'...
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...