Watch Sailing & Boating Adventures Around the World
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.
Sailing in Bocas del Toro, Panama is starting to feel a little too comfortable… so naturally, we find ourselves leaving the boat to explore what’s hiding beyond the islands. 🌴⛵️
This week aboard Escapade takes us from Starfish Beach into the canals and jungle of Bocas del Toro, with light-wind sail...
Sailing the San Blas Islands, Panama after months of sailboat repairs, boatyard damage and an ongoing insurance claim! ⛵️🌴 After months stuck in the boatyard, Escapade is finally back on the water and we’re sailing again!
In this episode, we take you along for our first week back aboard Escapade as...
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,...
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...
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...
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...
We use Airalo to stay connected when we land in new countries — super easy eSIMs with no physical SIM needed.
Try it here:
Code: LEADING
Day 7 continued of our sail from the USA to Colombia… and this is not how we imagined it going.
After days of waiting in the Bahamas for the right weather wind...
Still tucked away in the Ragged Islands, we’re waiting on the right weather window to make our next big move south to Colombia… but life out here doesn’t exactly slow down.
While we wait, it’s time to get a few jobs ticked off. We break out the sewing machine onboard and get to work repairing our...
We finally get a moment to breathe…
After a wild crossing from Miami and getting hit with way more wind than expected, we wake up in the remote Ragged Islands in the Bahamas — and honestly, it feels like paradise.
With the next weather window not quite ready for our push down to Colombia, we slow ...
Day 2 & 3 of our sail from the United States to Colombia did not go to plan.
What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
After leaving the Gulf Stream behind, we finally arrive on the Bahama Bank — and the ocean greets us with something completely unexpected.
Glass-off conditions.
The water turns into a mirror as far as we can see, leaving us with no wind and a long day and night of motoring across the shallow turqu...
A 52-knot squall, a new crew member, and a recalcitrant anemometer—Day 0 for SV Escapade was anything but a calm departure from Miami's Key Biscayne. Following Janaye McDonald and Jason Marshall as they begin their journey to Colombia.
This week on Escapade, we’ve got a mix of thoughtful gifts, new skills to learn, and some exciting upgrades for the boat.
A viewer and talented craftsman, Aaron from The Barefoot Sander, kindly sent us some beautiful handmade pieces for Escapade, including a custom spice rack that completely transf...
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...
In this episode, we reveal our newest water toy — the Sublue Navbow underwater scooter.
Since the ICW is looking a little… murky, we decided the perfect place to put this thing to the test is one of Florida’s crystal-clear freshwater springs. So we packed up, hit the road, and took the Navbow out f...
We spent a full week soaking up Florida with friends (feat. Leading the Escapade): sunshine pontoon days, gym laughs, baby & dog living their best life and golden ICW sunsets on the hook. It’s our last move north before the next chapter, we talk honestly about selling the boat and what’s next f...
Sailing the Abacos Bahamas takes us to Treasure Cay, once voted a Top 10 beach in the world. Crystal-clear water, snorkeling with sharks and eagle rays, and climbing Elbow Cay Lighthouse make this an unforgettable adventure.
We start with an update on Jase’s ciguatera poisoning, then enjoy pristine...
We're living wild in the remote Jumentos Cays and Ragged Islands, deep in the southern Bahamas.
In this episode, we island-hop by sailboat through some of the most untouched places we’ve ever explored. We dive with sharks, forage coconuts, spearfish for fresh dinner, and cook it all over a bea...
📲 Get an exclusive 15% discount on Saily data plans! Use code ESCAPADE at checkout. Download Saily app or go to
We sail to the wild and remote Ragged Islands of the Bahamas—where boat life gets seriously off-grid.
This episode is all about untouched sailing, spearfishing for our dinner, exploring...
Sailing the British Virgin Islands in Leg 2 and Leg 3 of the Chasing Bubbles Regatta was an unforgettable adventure! From broaching and nearly shredding our sail in a sudden squall to Jason falling overboard, this week had it all. We capped off the chaos with an epic after-party at Willy T's an...
Join us this for a week of nautical freedom as we continue our sail through the Bahamas, in Hurricane Season!!!
We take you through a week of our lives on a long passage, How we eat, Shower, Sleep and Walk Jackson lol!
Enjoy this weeks video guys! Please Subscribe to our Channel Sailing Sunday, I...
Join this awesome group of Australian YouTubers as we navigate the pristine waters of the Whitsundays aboard a luxury catamaran, capturing every moment of laughter, exhilaration, and pure joy. Witness the transformation from monohull sailors to fearless catamaran captains reveling in the sheer bliss...
So sit back, relax, and let these talented YouTubers take you on the adventure of a lifetime. Don't forget to hit that subscribe button for more epic content!
OUR FIRST TIME SAILING A CATAMARAN!! IT'S LIKE A FLOATING HOTEL... OMG..... !!
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