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The Time My Sail Almost Killed Me
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Speaking of dumb things I've done on a sailboat, let's revisit the time the Aruba Coast Guard stayed with us until three in the morning to help me get my sail ...

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I Fell Asleep at the Wheel
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While sailing toward Belize, I fell asleep at the wheel and drove my catamaran onto a reef with both daggerboards down. It was a brutal reminder of how quickly ...

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Are Bolted Keels Safe?
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I prefer strong attached keels, but I would still sail around the world with a properly constructed bolted keel. What matters most is how the keel is built, ...

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Some Dinghies are Beyond Saving
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I tried to save a dinghy that had spent five years baking in the sun, but the damage and repairs quickly became a money pit. A proper cover may cost a lot ...

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These Sailboats Were Ridiculously Heavy
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Kyle Jachney (Bluewater Yachts) and I talk about how some classic fiberglass sailboats were built with far more material than necessary, resulting in ...

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Do I Keep Guns on My Sailboat?
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Guns onboard are legal to own but risky to carry abroad. Declare it and you might not get it back, hide it and you're risking prison. This is a personal call ...

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WE SAILED to one of the MOST REMOTE ISLANDS in the WORLD! St Helena Island… Ep 450
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To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉https://keanespecialty.com/get-a-quote?pid=YSN 🫡 After more than ...

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Am I Too Old to Start Sailing?
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An 80-year-old asks if he's too old to start offshore sailing. I say go for it. Age isn't the dealbreaker, mobility is. Can you climb over the lifelines and ...

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Best $50K Monohull for Island Hopping
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Catalina 42, Morgan 41, Erwin, Gulf Star, or Beneteau: which mid-size cruiser gets you island hopping on a beer budget? Real talk on what to buy and why. 📗 ...

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Are All Sailboats Money Pits?
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Is a sailboat ever an investment, not just a money pit? The truth about depreciation curves, boat flipping, and why breaking even is the best most owners can ...

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Cal 40s are Legendary Boats
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The Cal 40 is an epic boat. Here's a quick history of Cal Jensen, designer Bill Lapworth, and why Jensen-era hulls are still the ones to hunt for. The company ...

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Can You Steer With a Drogue Out?
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Yes, you can still steer with a drogue out. A drogue is purely a drag device that slows the boat down; it doesn't take away your steering control. It's ...

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Aerorigs are Cool, However…
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The Aerorig is a cool idea, but articulating anything on a boat isn't for me. When it breaks, simple wins. Stick, hole, glue, sail. Everything on a boat ...

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Are Junk Rigs Actually Worth It?
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Junk rigs are custom builds, which makes them great for tinkerers who love fixing their own boat but tough for anyone who needs outside help. They're similar ...

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The Smallest Boat I’d Take Across the Pacific
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What's the smallest bluewater boat you'd trust for a Pacific crossing? Flicka 20s, Nor'Sea 27s, and anything drawn by Lyle Hess are small boats that punch ...

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The Isles of Scilly Said NO… So We Went to Falmouth, England
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After crossing the notorious Bay of Biscay from Spain aboard our Kadey Krogen 55 trawler, we finally arrive in England… or so we thought! Our original plan ...

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Lying Ahull: A Last Resort
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Lash the wheel to windward, drop the sails, and the boat sits sideways to the weather. It buys a pause, but it leaves you broadside to breaking waves with a ...

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His Captain Got Mad at Him for Doing This?!
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He signed on as crew, everyone got seasick, and when a squall hit at forty knots the captain refused to leave his bunk. The crew member brought the boat back ...

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Don’t Fight with the Storm
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A hundred miles out, he fixed on Bermuda, sure that land meant safety. But closing a reef-strewn coast in big seas is harder than the open water behind you, ...

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After 13 Days & 1800 Miles… LAND HO! | Sailing South Africa to St Helena Island… Ep 449
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Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 https://hfly.co/1927p Happy Travelling ...

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We Refit the Boat for our Atlantic Crossing
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Before crossing the Atlantic, we refit the whole boat: new bimini, repaired dodger, fresh lines, new autopilot. Problems still came, but they were small ...

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We Crossed the Atlantic… Would We Do It Again? #luxuryyachtlife #atlanticcrossing
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After 24 days at sea and 4,500 miles across the Atlantic, we finally arrived in A Coruña, Spain aboard our Kadey-Krogen 55 trawler, Moonfleet. In this ...

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Leaking Boat in a Tropical Storm
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A boat that drips at the dock will pour offshore. Take her out and find the leaks before the passage does. 📗 Get My Book: https://bethecaptain.com

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The Best Thing You Can Do at Anchorages
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Drop anchor, then go introduce yourself to the cruisers and the locals, and take them sailing. Plenty of people near a busy anchorage have never set foot on a ...

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