Watch Sailing & Boating Adventures Around the World – Page 2 of 26
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.
Showing 25-48 of 617 results
What It’s Like Arriving in Bergen by Sailboat for the First Time – Ep 278
Join us as we sail into Bergen Norway for the first time. First impressions, first experiences and exploring the highlights of Norway's most beautiful city. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and t...
We hit Rocks at six knots! Distracted by phone!!
Captain Checked his Phone then We Crashed into Rocks What should have been a short, routine sail between two anchorages in Antigua turned into one of our most expensive mistakes. A moment of distraction, the captain checking his phone, saw Javelot ran onto rocks, causing damage to both hulls and ca...
Hans Christian 33: The Tiny Bluewater Legend Nobody Sells
Cabot 36 Used Boat Review: The Hans Christian 33 is one of the most beloved older bluewater cruising sailboats ever built, and in this Practical Sailor review we take a close look at why this heavy-displacement, full-keel cutter still has such a strong following. Designed by Harwood Ives and built ...
NEARLY KILLED OUR ENGINE! Sailing the Caribbean
The Rookie Mistake That Nearly Cost Us an Engine Every sailor likes to think they're beyond rookie mistakes...until they make one. Join us this week, on the leeward coast of Guadeloupe, in the town of Bouillante, famous for it's natural thermal river, heated by the volcanic activity bene...
10 degrees from a DISASTER in the North Sea | Sailing to Norway – Ep 277
Join us for our most highly anticipated sail of the season as we sail offshore through the North Seafrom the Orkney Islands in Scotland to Norway! During our passage we take you through life aboard while offshore, how we navigate through currents, oil rigs and tanker ships until we anchor down in No...
The Best Canadian Sailboat You’ve Never Heard Of | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 1996 Gozzard 44, built by one family in a small Ontario shop th...
Is This The Ultimate Island Cruiser? | 1985 Irwin 43 MKII Full Tour
#boatfoolssailing #irwin43 #sailboat #islandcruiser #sailing #sailboattour Is This The Ultimate Island Cruiser? | 1985 Irwin 43 MKII Full Tour Join Captain Kew and me as we step aboard S/V Dream, a beautifully maintained 1985 Irwin 43 MKII, a spacious center cockpit cruising sailboat that's ...
Everything Has Changed
Everything Has Changed For the first time in more than two months, our family is about to be reunited aboard our sailing catamaran Javelot. While I've been in England, following the loss of my brother Angus, Rob, Declan and Ivan have continued exploring the Caribbean without me. But now, with...
Our Last Stop Before Sailing to Norway | the Orkney Islands – Ep 276
Join us as we sail from the top of Scotland to the remote Orkney Islands where we prepare for our offshore sail to Norway. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much appreciated, keeps our journey going and the content coming! IF YOU'D LIKE ...
Why Sailors Still Want This Slow Old Cruiser – Down East 38
Liveaboard Insurance: Harder to Get, More Important Than Ever: In this Practical Sailor boat tour, we take a deep look at the Downeaster 38, also known as the Down East 38, a classic full-keel bluewater cruising sailboat from Down East Yachts. Designed by Henry Mohrschladt and Bob Poole, the Downe...
SAYING GOODBYE – Sailing the Caribbean
SAYING GOODBYE - Sailing the Caribbean Sooner or later, every voyage reaches it's destination, and this week is all about goodbyes. While I farewell my beautiful brother Angus, Rob, the boys and our patron Diane continue sailing south through the Caribbean Leeward Islands, Making their way fr...
Rude Awakening while Sailing our Home Through Scotland’s Wild Coast | raw & unfiltered – Ep 275
Join us as we continue to sail north through Scotland and make our way to Norway for the cruising season. We show the reality of moving our sailboat, adjusting to conditions, changing plans, fuel concerns and simply making miles north. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos ...
A Proper Little Yacht for the Modern Age | Eastsail All Weather 25| Full Tour
#boatfoolssailing #sailing #bluewatersailing #pocketcruiser #Eastsail25 #boattour A Newly Completed Traditional Yacht in 2026? | Eastsail All Weather 25 | Full Tour Welcome back BoatFools Nation! Today Captain Kew and I tour BLACK MAGIC, a newly completed Eastsail All Weather 25—a traditional fu...
Hans Christian 43T is NOT for Everyone
Is the Hans Christian 43T a great bluewater sailboat, or is it the wrong boat for the way most people actually cruise today? In this episode, we look at the Hans Christian 43T as a serious ocean crossing sailboat, a classic double-ended bluewater cruiser, and a tempting option for anyone searching f...
Finally Cheap Enough to Be Dangerous – This 42-Foot Jeanneau DS
Diesel Repower From Scratch: Part 1 - Tour the Jeanneau Sun Odyssey 42DS, a 42-foot cruising sailboat that may be one of the most tempting used sailboats on the market. With twin helms, in-mast furling, a bright deck saloon, huge aft cabin, and serious liveaboard cruising comfort, the Jeanneau 42D...
DRUG SEARCHED in Netherlands ‘highest’ kingdom
DRUG SEARCHED in Netherlands 'highest' Kingdom This forgotten corner of the Caribbean is just five square miles making the Island of Saba one of the smallest special municipalities in the Dutch Caribbean. This week the crew have departed Sint Maarten to sail to this tiny volcanic island,...
This will change every day life living on our sailboat! – Ep 274
In this episode we are getting a huge upgrade when it comes to sleeping onboard our sailboat. We're selecting a custom mattress for our v-berth and show you the process behind templating, measuring and installing our new mattress OUR NEW CUSTOM MATTRESS: Air-Flow Marine+ Sprung Core Mattress w...
The REAL PIRATES of the Caribbean
The REAL PIRATES of the Caribbean Do you know who the real pirates of the Caribbean are? It's not people sailing around on boats. When we were sailing in Martinique, we bought three little copper washers. When we inquired why they cost $64 we were told it's because they have holes in them...
Tackling Mysterious Substance discovered in our Water System while Off the Grid – Ep 273
Join us as we continue north from Scotland to Norway. We sail from Plockton to Isle of Rona where we tackle a mysterious substance that we found in our water tanks on our sailboat. Then we explore Isle of Rona to take in the wildlife and stunning views of the Scottish Highlands NEW VIDEOS EVERY SUN...
This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR
#boatfoolssailing #sailing #woodenboat #liveaboard #bluewatersailing #sailboattour This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR This 49' Modern Wooden Cutter Left Us Speechless... Welcome back BoatFools Nation! Today Canadian Ken and I step aboard something truly extraordinary —...
This 24 Foot Sailboat Can Cross Oceans… Seriously
Seven Common Boat Problems You Can’t Ignore (and How to Fix Them) - Can you really cross oceans or even live aboard a 24-foot sailboat? In this deep dive on the Pacific Seacraft Dana 24, we break down one of the most capable small cruising sailboats ever built. With a full keel, cutter rig, heavy ...
I was Fine…till I Wasn’t!! Tough times Sailing the Caribbean
I Was Fine... Till I Wasn't - Sailing the Caribbean Welcome back aboard for another Caribbean sailing adventure. This week our patrons our patrons Greg and Gideon experience their very first offshore sailing passage, on our live aboard catamaran, departing Saint Martin for Saint Barts. Its a...
The Best kind of Fixes on a Boat! – Sailing the Scottish Highlands – Ep 272
Join us as we continue sailing through Scotland as we make our way north to Norway for the cruising season. We explain how we fixed our marine electronics and how we tackled more equipment failure while cruising and exploring Oban, Plockton and the Scottish Highlands NEW VIDEOS EVERY SUNDAY! Pleas...