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Caribbean sailing YouTube Videos

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NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232
Sailing Jibsea
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...
CUTTING IT ALL DOWN! Transforming our Custom Built Aluminum Sailboat – Ep 230
Sailing Jibsea
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 cru...
We Know We’re Sailing Fast When Our Dog’s Ears Are Flapping Like Crazy – Ep. 271
Sailing Zephyr
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 sailin...
CHASING BUBBLES around the Virgin Islands! ⛵️ Let’s Bring Her Back WITH A BANG!  🎉  l ep.61
Spear It Animal
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 http://DrinkLMNT.com/SIA. 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)- https://www.chasingbubbles...
Let’s Get This Boat on a Lean: Epic Sailing Through the Bahamas! – Ep. 270
Sailing Zephyr
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 ple...
Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269
Sailing Zephyr
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, Flor...
BAD TIMING IN ANTIGUA – Ep 227
Sailing Jibsea
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...
Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268
Sailing Zephyr
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 t...
SHE’S A THRILL TO SAIL! – Ep 226
Sailing Jibsea
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...
Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267
Sailing Zephyr
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 co...
TEAK & THROTTLE: Custom Yacht Interior & Tohatsu 2 Stroke vs 4 Stroke – Ep 225
Sailing Jibsea
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 al...
Life on a monohull 📐🌬️🤗 #sailing #monohull #belowdeck
Sailing Jibsea
24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222
Sailing Jibsea
24 HRS OF BOAT LIFE: Day in the Life & Tropical Escape – Ep 222
Ever wondered what it’s like to live on the open water, exploring hidden islands, and embracing a minimalist, off-the-grid lifestyle? In this video, we take you on a journey through 24 hours aboard our custom aluminum sailboat, showcasing life in a tiny ...
NIGHTMARE SAIL ON NEW ALUMINUM BOAT: Huge Waves, Storms & Nowhere to go – Ep 220
Sailing Jibsea
NIGHTMARE SAIL ON NEW ALUMINUM BOAT: Huge Waves, Storms & Nowhere to go – Ep 220
Join us on an unforgettable sailing adventure across the Atlantic Ocean as we face huge waves, rough weather, and the challenges of short-handed sailing on our custom aluminum sailboat. After spending the past six months outfitting our boat to be fully off...
New OUTBOARD MOTOR Setup, TEST & Review | Simple Boat Life – Ep. 264
Sailing Zephyr
New OUTBOARD MOTOR Setup, TEST & Review | Simple Boat Life – Ep. 264
We BUY a NEW Outboard motor for our dingy. It's been 6 years since we bought a new outboard and we are really nervous about our decision. IT´s been almost a year trying to decide what to buy and the day has finally arrived. Join us as we take you through ...