Watch Sailing & Boating Adventures Around the World – Page 4 of 12
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S1E34. Boat Work, Broken Hardware & Big Dreams | The Reality of Refitting Our Sailboat .
Some days on a sailboat are big wins. Other days are about unbending and stowing a poorly stowed mainsail, fighting corroded hardware, killing time while waiting on parts, and figuring out how to keep moving forward without burning money you don’t have. In this episode, we tackle a calm-day mainsai...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk, and judgment—and talk about what actually work...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Interested in sailing offshore? Here's what you need to know: When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs power argument. We’ll start with an excerpt from Skip Novak, exp...
How People ACTUALLY Make Money While Cruising (No BS)
Most people don’t give up on cruising because of weather, boats, or seamanship. They give up because they can’t figure out the money. In this episode, I break down how people actually make money while cruising—and just as importantly, what doesn’t work once real life at sea gets involved. This is...
S1E33. Tracking Down Boat Smells & Fixing What Matters | Bluewater Sailboat Refit
Refitting a bluewater sailboat is never just about tools and parts — it’s about patience, persistence, and showing up even on the frustrating days. In this episode, we dive into the real side of liveaboard boat life, tackling small but important projects while chasing down a stubborn mystery smell, ...
Splash Day Gone Wrong!
After 6 months of work, our 40ft sailboat is finally ready to go back in the water after 4 years of being on the hard, but not everything goes to plan. Our new 460Ah FogStar Batteries - Check out FogStar and everything they have to offer here - 🚢 Join Our Crew on Patreon - Want to support our ...
Impeller, Engine Smoke, and Winches
I replace an engine impeller, overthink oil levels, and accidentally become a watchmaker. Nothing's exploded (yet), lessons are learned (maybe), and seven more winches still loom. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Ins...
Life Aboard Mid-Atlantic Before the Seas Turn Rough – Day 6
Six days into our Atlantic crossing, the ocean is finally starting to show its teeth. The crew is back together—Brett, Ayanna, Jade, Dingo, and Penny—and we’re settling into the long middle stretch of life at sea. Days blur together with watches, editing, cooking, small routines, and the constant m...
I Crash Out Over Hoses
Sorry for all the colorful language in this one 😂. A messy, painful, slightly unhinged boat job full of mistakes ultimately turns into a lesson of endurance. The hoses (mostly) win in the end though... ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Offic...
We Bought the Boat We Reviewed! Meet Our Morgan 384
#boatfoolssailing #morgan384 #classicsailboats We Bought the Boat We Reviewed! Meet Our Morgan 384. If you want to see the full tour of this boat, watch this: Guess what? We did it again. Canadian Ken, Green Mountain Josh, and I just bought a second sailboat — a 1986 Morgan 384… the very same b...
Boat Work Begins
We’re officially back in refit mode. It’s going to be five solid months of boat work from here on out. Hope you’re ready. In this episode: 00:00 – The Great Hose Saga 06:30 – Battery System Problems 10:00 – Plans for the Day 14:00 – Jib + Staysail Fixes 22:00 – Line Bags & Engine Compartment Ch...
7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing
Thinking about buying a sailboat? There are some amazing deals out there… and some very expensive mistakes waiting to happen. In this video, we’re breaking down a list of used sailboats that can be great boats if you understand their design quirks, construction details, and the problems that can sho...
3 MAJOR Sailboat UPGRADES in One Week
In this weeks video we have 3 major upgrades happening which means we are finally able to plan out splash date. Come and check out what we have been up to from increasing our power set, fitting new fabric and a big install below the sailboat. Our new 460Ah FogStar Batteries - Check out FogStar and...
First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195
We’re heading up the ICW for the very first time! 🚤 From Stuart to Fort Pierce, it’s a whole new kind of adventure for us aboard Escapade. Along the way, we’re showing off a few small upgrades that are making a huge difference — including our new electric table leg that transforms our salon into a c...
1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour
#boatfoolssailing #CheoyLeeOffshore31 #BarnFindBoat #ClassicPlastic #sailboatrestoration 1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour Hey BoatFools Nation! Canadian Ken and I tracked down a true barn-find time capsule — a 1974 Cheoy Lee Of...
Countdown to Splash Day 💦 Nearing the End of our 40ft Sailboat Restoration
In this weeks video we crack on with getting everything ready in preparation for Flying Freedom to return to the water after 4 years on land. Painting, instruments, guard netting, it all gets done. Well, nearly. 🚢 Join Our Crew on Patreon Want to support our sailing adventure and get exclusive behi...
Huge Leak in the Bilge! – When Boat Repairs Don’t Go To Plan
Second week into working on our sailboat and this time we somehow many to flood the bilge whilst our sailboat in on the hard standing and Ben has an accident. Join us as the bring our 40ft sailboat back up to scratch ready to get back in the water and explore the UK coastline. 🚢 Join Our Crew on P...
One Week In… Total Rudder Failure on Our 40ft Sailboat
One week into working on our sailboat and we’ve already hit a major setback… our rudder has completely failed and ceased. What started as routine maintenance to drop the rudder and inspect quickly turned into a disaster when we discovered the rudder fused into the bearing and housing that means a fu...
Sailing Maine’s Stunning Coast & Islands!
#boatfoolssailing #SailingMaine #Gunkholing #sailinglife #Morgan382 #CruisingSailboat #coastalcruising 5 Days Gunkholing The Maine Coast! 5 Sailboats, 85 NM, and the Sturgeon Moon! Join Green Mountain Josh and me as we take our Morgan 382 on an unforgettable 4-night, 5-day gunkholing cruise from...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
RARE Allied Seawind II Sloop — Spotless, Proven, $23K OBRO! TOUR
#boatfoolssailing #sailing #sailboattour #affordablesailing #bluewatercruiser RARE Allied Seawind II Sloop — Spotless, Proven, $23K OBRO! Could this be the perfect budget bluewater boat? We found a RARE sloop-rigged 1976 Allied Seawind II that’s so clean, it might just be in better shape than whe...
Sailing from Morocco to the Canaries: four days of quiet companionship at sea
After a quick marina repair in Rabat, Morocco, we cast off for a 480 nautical mile offshore sailing passage toward the Canary Islands. With a well-prepped sailboat and favorable weather, we were hopeful—but not fully ready for how physically draining the days ahead would be. This wasn’t a journey f...
Sailing South in Hurricane Season, What Could Possibly Go Wrong? | Sailing Sunday Vlog 287
We’re officially headed south through the ICW during hurricane season… with a baby... and a dog... What could possibly go wrong? This episode captures the final stretch of our journey down the Intracoastal Waterway as we prepare to leave the U.S. and make our first open ocean passage to the Bahamas...