Watch Sailing & Boating Adventures Around the World – Page 5 of 31
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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Hurricane Season is Here! Sailing South to Trinidad
The first time we arrived in Trinidad we thought it would be for 3 months... 21 months and more warranty repairs and mistakes than we ever could have imagined, our Leopard 45 relaunched. Now, it's time to go back! Starting in the live aboard cruisers hub of Le Marin and Sainte Anne in Martiniq...
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless 10–14 ft seas on a lee shore, their engine faile...
Finally Sailing Again! Night Passage from St Martin to Guadeloupe
As the Caribbean hurricane season approaches it's time to start heading south! The episode begins with a surprise storm slamming the St Martin anchorage; high winds, rough seas, dragging boats - not good for someone who went out the night before! 😳 It's a quick insight into how unexpecte...
Better off Naked?! Rash ending to final days of Boat Life in Paradise – Ep 236
Get an exclusive 15% discount on Saily data plans! Use code JIBSEA at checkout. Download Saily app or go to Sailing the British Virgin Islands as our last stop in the Caribbean before we set sail for the high latitudes for our next big adventure on our new to us custom aluminum sailboat. In this ...
Small Catamaran or Big Monohull…BUYING a USED Boat and We Have NO Clue What We WANT – Ep. 272
We are looking to buy another boat and we have no clue what to buy! Buying a boat whether it´s new or used can be an overwhelming process. And even after 6 years of sailing around the world on our 2010 Beneteau Oceanis 43...we still have no idea what we want. Go for a big monohull or a small catam...
SAILING to One of the WORLD’S BEST BEACHES 🌴 EP-173
Sailing the Spanish Virgin Islands to Puerto Rico, we fly our colourful gennaker, explore world-famous Playa Flamenco, and anchor at stunning Palomino Island. Subscribe for more sailing adventures, boat life tips, and off-the-beaten-path Caribbean gems! #Sailing #PuertoRico #BoatLife Sailing the ...
NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232
Thank you to everyone who sent in their questions. This was so much fun :) Join us for a full day in the life as full-time world travellers, sailors, and liveaboard cruisers! We're answering your biggest questions about what it’s really like to live off the grid, travel the world by sailboat, ...
St Lucia Adventure: Exploring the Majestic Pitons! Episode 45
Sailing St. Lucia After the Storm | Anniversary, Chocolate & Mud Baths! | Ep. 45| Banana Pancakes We’re back with another unforgettable episode of our sailing adventure—and this one’s packed with tropical storms, wedding anniversaries, chocolate EVERYTHING, volcanic mud baths, and a wild ride t...
CUTTING IT ALL DOWN! Transforming our Custom Built Aluminum Sailboat – Ep 230
Join us as we set sail from Ile Fourchue (an island of St. Barth's) to Sint Maarten/St. Martin for a major DIY welding project on our custom aluminum sailboat. We’ll be showing you how we’re preparing our boat for offshore adventures by completing crucial modifications, including TIG welding a...
We Know We’re Sailing Fast When Our Dog’s Ears Are Flapping Like Crazy – Ep. 271
In today’s episode, we’re taking the boat out for an epic sail from our slip in the Bahamas (lucky us, right?) to Guana Cay! We’re excited to check out what all the fuss is about at Grabbers and Nippers on a Sunday Funday. It’s a day full of sailing, cruising with friends, and even docking the boat!...
CHASING BUBBLES around the Virgin Islands! ⛵️ Let’s Bring Her Back WITH A BANG! 🎉 l ep.61
Get your free LMNT Sample Pack with any purchase at Also try the new LMNT Sparkling — a bold, 16-ounce can of sparkling electrolyte water. Join the Next Chasing Bubbles Regatta HERE (APRIL 9th, 2025)- You can charter a boat or sail in a vessel of your own...For more information and to keep up wit...
Let’s Get This Boat on a Lean: Epic Sailing Through the Bahamas! – Ep. 270
We’ve finally arrived in the Bahamas, and it’s as incredible as we remembered! The blue water is calling, and we couldn’t be more excited to explore. We find some secluded anchorages and untouched beaches, enjoying perfect sailing conditions with plenty of wind and smooth seas—just what we need to g...
Exploring the Island of Dominica: Hikes, Waterfalls, River Boat tour. Episode 42
Exploring Dominica: Waterfalls, Jungle Hikes & Our Last Adventure! 🌿💦⛰️ Join us for our last day in the lush jungle of Dominica! We started our morning packing up our VRBO and heading out for an adventure. First stop: Emerald Pool—a stunning waterfall with crystal-clear water. While Steve and t...
Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269
Join us as we leave the boatyard behind in North Carolina and make our way down the Intracoastal Waterway (ICW) to Charleston, SC. After dealing with a frustrating bridge delay, we finally head out into the Atlantic Ocean, aiming for Fernandina Beach, Florida. Along the way, we enjoy perfect wing-on...
BAD TIMING IN ANTIGUA – Ep 227
Join us as we sail to Falmouth Harbour, Antigua, a hotspot for luxurious super yachts and boat enthusiasts. We take you on a scenic hike where we encounter local wildlife, share stunning views of the island and explore the UNESCO heritage site, Nelson’s Dockyard in English Harbour and dine at a loc...
Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268
In this week´s video, we are at the Zimmermans Boatyard in NC for an emergency haul-out! Our mission? To replace Zephyr´s coupling and shaft seal as quickly as possible to stop our saltwater leak that held us back on our journey south. We are joined by the lead marine mechanic who walks us through t...
SHE’S A THRILL TO SAIL! – Ep 226
We embark on a sail from the half French, half Dutch island of of Saint Martin/Sint Maarten to Antigua, covering 100 nautical miles across the Caribbean. We face a winch malfunction shortly after picking up anchor. See how we solve this issue on the go. We sail past a couple other Caribbean islands,...
The Most Epic Waterfall On Earth: Trafalgar Falls, Sailing to Dominica. Episode 40
After an epic day of watersports in Dominica, we woke up ready to explore this lush, wild island! 🌿 We rented the most outrageous van—“Crazy Love”—decked out in purple bling, and cruised through Dominica’s winding streets, singing at the top of our lungs. Our destination? The breathtaking Trafalgar ...
Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267
This episode is jam-packed! Not only do we leave beautiful New Bern, where we spent the hurricane season, but we also run into the worst problem we’ve ever had on Zephyr. As you can probably guess from the thumbnail, we take on saltwater in the engine compartment. We spend a couple of days bailing w...
TEAK & THROTTLE: Custom Yacht Interior & Tohatsu 2 Stroke vs 4 Stroke – Ep 225
We're in St. Martin/Sint Maarten in the Caribbean while cruising on our custom aluminum sailboat and working on the teak restoration and varnishing. After restoring the cockpit, we're tackling the wooden interior of our tiny home with final touches. We also celebrate a birthday onboard wh...
Family of 6 Sailing to Les Saintes, Guadeloupe. Episode 39
🚤⛵ SAILING, WING FOILING & LATE-NIGHT POKER: ISLAND LIFE IN GUADELOUPE & DOMINICA! 🎉🌊 🔥 This week is packed with adventure! From island hopping in Guadeloupe to renting scooters, playing poker until 1:30 AM, and battling heavy winds to re-anchor in the dark, we’re taking you along for the w...
Guadeloupe Uncovered: Waterfalls, City Vibes & Volcano Hikes Episode 38
Welcome back to Banana Pancakes! This week’s episode is packed with adventure, family moments, and a bit of engine trouble as we explore the stunning island of Guadeloupe. From celebrating Kami’s 37th birthday to hiking an active volcano, snorkeling pristine waters, and experiencing the rich history...
Arrived in Saint Martin! Corrosion Testing Continues…
This week's been short trips off the boat to try and cling to our sanity mixed with days of checking, working and testing. The chain and anchor are the sort of unlucky issue that you expect as a live aboard cruiser but not what we needed after everything we've been through. Still, we are t...