Watch Sailing & Boating Adventures Around the World – Page 3 of 11

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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Splash Day Gone Wrong!
Chesca & Ben

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
Sailing With Phoenix | Oliver

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
Expedition Evans

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
Sailing With Phoenix | Oliver

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
BoatFools Sailing

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
Sailing With Phoenix | Oliver

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
Lady K Sailing

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
Chesca & Ben

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
Leading the Escapade

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
BoatFools Sailing

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
Chesca & Ben

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
Chesca & Ben

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
Chesca & Ben

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!
BoatFools Sailing

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
Chesca & Ben

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
BoatFools Sailing

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
WhiteSpotPirates

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
Sailing Sunday

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...
Which Rig Is BEST for Bluewater Sailing?
Sailing Zingaro

Which Rig Is BEST for Bluewater Sailing?

In this video, I break down the real-world pros and cons of masthead rigs vs fractional rigs for offshore sailing. This isn’t just theory—I’ve sailed almost 100,000 nautical miles on both, in storms, trade winds, and dead calms. You’ll learn: Which rig performs better offshore—and why The surprisin...
Hauling Out In Puerto Peñasco, Mexico | Sailing Avocet
Sailing Avocet

Hauling Out In Puerto Peñasco, Mexico | Sailing Avocet

Holy cow we made it! approximately 2,500 nautical miles in 2023 from Morro Bay down to Puerto Vallarta then up the Sea of Cortez into Puerto Peñasco at Cabrales Shipyards where Avocet would spend the summer alongside @KesselUnderway-mv8ih -- it would be the first time in our 5 years of living aboard...
IS THIS ABANDONED TREASURE WORTH THE RISK? – Ep 239
Sailing Jibsea

IS THIS ABANDONED TREASURE WORTH THE RISK? – Ep 239

We explore the section of the boatyard that houses the abandoned and forgotten about boats and stumble upon what felt like buried treasure The situation was definitely risky and we weren’t sure if we should even go near it but we walk away with one heck of a find! NEW VIDEOS EVERY SUNDAY! Please su...
For $10k You Could Sail Away On This GREAT 1971 Bristol 30! FULL TOUR
BoatFools Sailing

For $10k You Could Sail Away On This GREAT 1971 Bristol 30! FULL TOUR

#Bristol30 #HerreshoffDesign #ClassicSailboat #SailboatForSale #BoatFoolsSailing For $10k You Could Sail Away On This GREAT 1971 Bristol 30! FULL TOUR Chapters: 00:00 Opening scene 00:16 Introduction - The Bristol 30 01:46 Keel & Topsides: Nice! 04:48 The Mast & Rigging 06:13 The Cockpit...
BUILDING MORE USABLE LIVING SPACE on our SAILBOAT before Sailing to the Arctic! – Ep 238
Sailing Jibsea

BUILDING MORE USABLE LIVING SPACE on our SAILBOAT before Sailing to the Arctic! – Ep 238

Join us as we tackle one of our biggest DIY boat projects yet: sewing and installing a full canvas enclosure on our custom aluminum sailboat! In this episode, we walk you through the entire process — from choosing the right marine-grade materials to patterning, sewing, and installing our cockpit enc...
ONE-OWNER Morris Justine 36 – So PRETTY It HURTS (SOLD)! $215k. Full Tour
BoatFools Sailing

ONE-OWNER Morris Justine 36 – So PRETTY It HURTS (SOLD)! $215k. Full Tour

#sailing #sailboattour #boatforsale #boatfoolssailing ***[[SOLD 07/08/2025]] ONE-OWNER Morris Justine 36 - So PRETTY It HURTS (SOLD)! $215k. Full Tour Cymbria is quite possibly the finest Morris Justine 36 ever built—and certainly the best currently for sale. She’s been with her original owners s...
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