Watch Sailing & Boating Adventures Around the World
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 1-24 of 256 results
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour
@boatfools #columbia39 #BillTripp #Sailboat #Sailing #Classicsailboat They Don’t Build Sailboats Like This Anymore | Columbia 39 | Full Tour The asking price for this 1971 Columbia 39? Best reasonable offer. And for the right sailor, that could make NAIAD a very interesting opportunity. Designe...
This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR
@boatfools #herreshoff #classicsailboat #Sailboattour #sailing #fiberglasssailboat At first glance, GALATEA looks like the kind of classic wooden yacht that belongs to another era. Look again. This remarkable 38-foot Herreshoff-designed cruising sailboat combines the unmistakable lines, bronze ha...
How the $1000 Marine Survey Doubled as a Rebuild Blueprint
In episode 78 of Secondhand Sailors, we walk you through the process of using that expensive survey as a guide for all your boat rebuilding projects.
Hanse 360 Boat Tour: The 36 Footer That Feels Like a 40
Beneteau 38.1 Boat Review: The Hanse 360 is one of the most talked-about new cruising sailboats in the 36-foot range, and in this Practical Sailor boat tour we take a close look at what makes it different. Built by HanseYachts in Greifswald, Germany, and designed by Berret-Racoupeau, the Hanse 360...
Would You Save This Beautiful Swedish Hallberg Mistral 33 Sailboat? | $12k | Tour
#hallbergrassy #hallbergMistral33 #sailboat #Sailing #boattour #boatfools Would You Save This Beautiful Swedish Hallberg Mistral 33 Sailboat? | $12k | Tour Would you save this beautiful Swedish yacht? In this episode of BoatFools Sailing, Canadian Ken and I tour a classic 1970 Hallberg Mistral 33...
A Beneteau With No Backstay?!
Choosing and Securing Seat Cushions - The Beneteau Oceanis 34.1 is one of the most interesting modern cruising sailboats in the 34-foot range. With twin helms, an open transom, a bright cruising interior, three keel options, and a no-backstay rig, this compact Beneteau packs a surprising amount of...
Performance Sailing – Beneteau First 44 Review
C&C 40 Used Boat Review: The Beneteau First 44 Performance is not just another modern cruiser. In this Practical Sailor boat tour, we take a close look at the First 44 Performance and explain what makes this boat so different from the standard First 44, including the carbon mast, deeper perfor...
Broken Rudders, Sunken Boats: The Orcas Are Winning | Sailing Truth Show
Orcas have been ramming rudders and sinking sailboats off Spain, Portugal, and Gibraltar — and tonight we roll the tape. This is a Captain's Breakdown: I pause the footage, judge the crew's decisions in real time, and give the verdict — seamanship, panic, or pure luck. Then I'll tell ...
Is This Luders 33 Sailboat The One? | $25,000 | Full Tour
#BoatFools #sailing #luders33 #boattour #sailboat Is This Luders 33 Sailboat The One? | $25,000 | Full Tour What happens when someone spends six years searching for the right sailboat? Meet Sophia. For the past six years, she's been working with our good friend Captain Kew or Q (who unfort...
WE HAD TO CUT INTO OUR RUDDER!
Check out the Fitnexa SomniPods 3 here to apply $10 off: #Fitnexa #SomniPods3 #travelsleep What started as a few small cracks quickly turned into a more involved repair than we expected… While inspecting our sailboat’s rudder, Jase noticed cracking around the rudder stock. What seemed like a min...
S1E53. I Work on Boats All Day… Then Fix My Own | Shore Power MELTDOWN & $7,000 Transmission!
Some people clock out after work... I spend all day repairing other people's boats... then come home and work on my own until dark. In this episode of Sailing UV, you'll come along for another week of life balancing a full-time job in a professional boatyard while slowly bringing our neg...
Ignoring This Boat Upgrade Could Cost You Everything | TruDesign Install! Ep-229
What happens if a through-hull fitting fails offshore? As we prepare Escapade for a Pacific Ocean crossing, we're tackling one of the most important sailboat maintenance jobs we've ever done: replacing our through-hull fittings and seacocks with a complete TruDesign installation. While i...
🚩 RED FLAGS: How I Spot the Lemon Boats on Yacht World 🚩
Vetting a boat on Yacht World isn't just about finding something in your budget; it's about knowing how to spot the hidden warning signs before you lose your shirt. In this video, I’m breaking down 9 very different boats currently listed online to show you exactly how I analyze them thro...
The Sailboat With No Wires Holding Up the Mast
Thinking about buying a 30-foot sailboat, liveaboard cruiser, weekend sailboat, or easy singlehanded cruising boat? The Nonsuch 30 is one of the strangest and smartest used sailboats on the market. With no standing rigging, no shrouds, no forestay, no headsail, one huge sail, a freestanding mast, an...
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 ...
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...
Best 40 Foot Sailboat to Live On?
So you want to live on a sailboat. What is the best sailboat to live on, and how big should a sailboat be to live aboard comfortably? In this episode, we look at why a 40-foot sailboat may be the sweet spot for real liveaboard sailing. You can live on a smaller boat, but if you want adult comfort, r...
A Near-New Catamaran for €100K. I’d Still Walk Away. | 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 2023 Lagoon 42, almost zero hours on the engines, loaded with wa...
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...
DEAL or DISASTER: YachtWorld’s Wildest Listings | 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 → Every week the brokerage sites are full of boats wearing a price tag that has...
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...
S1E50. Fixing Leaks, Electrical Problems & Boat Life with Violet
The reality of living aboard an old sailboat? Sometimes you're fixing leaks... sometimes you're chasing electrical gremlins... and sometimes you're just trying to make dinner before everything falls apart. 😂 In this episode of Sailing UV, we tackle flickering galley lights, track dow...