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 52 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...
Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
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...
Did Our Charter Gambit Work? | Mid Season Update
@boatfools #sailboatcharter #bareboatcharter #morgan382 #morgan384 #sailingmaine Did Our Charter Gambit Work? | Mid Season Update Was putting our own sailboats into charter a brilliant idea—or a terrible mistake? We're halfway through our first charter season, and it's time for an hone...
3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour
@boatfools #southerncross #sailboatrefit #bluewatersailing #sailing #diyboat 3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour Three years ago, Canadian Ken and I traveled up the Penobscot River to Winterport, Maine, to check out a very special sailboat: South...
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...
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...
20 Feet of Awesome! | Nordica 20 Micro Cruiser | Full Tour
#nordica20 #pocketcruiser #microcruiser #trailersailer #boatfoolssailing #sailing 20 Feet of Awesome! | Nordica 20 Micro Cruiser | Full Tour The Nordica 20 is one of the most capable micro cruisers (or "pocket cruisers") ever built—and Canadian Ken and I loved it! Designed by Malta-Mull...
One of the TOUGHEST Small Cruisers Ever Built? Nicholson 31 for $15K | FULL TOUR
#Nicholson31 #BluewaterCruiser #SailboatTour #PocketCruiser #BoatFoolsSailing One of the TOUGHEST Small Cruisers Ever Built? Nicholson 31 for $15K | FULL TOUR Welcome back, BoatFools Nation! Today Canadian Ken and I step aboard a true offshore legend: a beautifully maintained 1978 Nicholson 31 sa...
This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check
#boatfoolssailing #sailing #nautorswan #sailboattour #bluewatersailing #swan42 This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check | Ron Holland Offshore Legend for $90K | TOUR Welcome aboard, BoatFools Nation! ⚓ Today Canadian Ken and I step aboard a true offshore thoroug...
Our ‘New’ Sailboat Is Already Fighting Back | Morgan 384
#sailing #boatfoolssailing #morgan384 #boatwork #boatprojects #sailboat Our ‘New’ Sailboat Is Already Fighting Back | Morgan 384 Canadian Ken and I are back aboard our “new-to-us” Morgan 384 as we race to get her ready for charter season in Maine… but like every old sailboat, she has a few opinio...
26 Feet, 2 Cabins & Only $5,400! | 1977 Parker Dawson 26 Pocket Cruiser | Full Tour
#boatfoolssailing #pocketcruiser #Budgetboat #sailboat #trailerablesailboat #boattour 26 Feet, 2 Cabins & Only $5,400?! | 1977 Parker Dawson 26 Pocket Cruiser | Full Tour As of 05/15/2026: SOLD ***Quick note: technically this boat has a swing keel, which is 1,100 lbs, and locks in the down ...
Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K
#boatfoolssailing #cheapboats #boattour #herreshoff #cheoylee #classicsailboat Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K In this episode of BoatFools Sailing, Canadian Ken and I travel to Bath, Maine — home of Bath Iron Works — to step aboard a beautifully cared-for 1968 Cheoy ...
$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR
#sailing #sailboat #pearson35 #sailboatsforsale #sailboattour $100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR $100,000 was spent refitting this Pearson 35… and it’s listed for $29,500. We went to see if it actually lives up to the numbers. This week we’re in Warwick, Rhode I...
This 5-Foot Sailboat Is Built Like the Real Thing! | 1941 Bugeye Model
#boatfoolssailing #sailboat #boatbuilding #boatrestoration #modelboat This 5-Foot Sailboat Is Built Like the Real Thing! | 1941 Bugeye Model This week on BoatFools Sailing, we found something completely different… and completely captivating. At just 5 feet long, this handcrafted 1941 Bugeye mode...
Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k
#boatfoolssailing #bluewatersailing #robertperry #sailboattour #sailing Robert H. Perry's COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k The Robert H. Perry–designed Far Harbour 39 is unlike almost any cruising sailboat ever built. This remarkable boat was cre...
1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour
#boatfoolssailing #sailboattour #classicsailboat #seabreeze35 #offshorelife 1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour Could a $24,000 classic offshore cruiser really be considered for an Atlantic crossing? Today we take a hard look at a 1971 Allied Seabreeze 35 — a...
Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR
#boattour #morrisyachts #classicsailboat #boatfoolssailing #sailboatreview [[02/17/2026 SOLD]] Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR Welcome back to BoatFools Sailing! Today Captain Kew (Q) and I remotely tour “Wildwood,” a Morris Frances 26 — an iconic Chuck Paine–d...
A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour
#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour This Dutch-built Beauty is in San Rafael, CA, so if you're on the west coast and in the neighborhood, go check her out! Welcome back BoatFools Nation! T...
The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour
#sailing #bluewatersailboat #pocketcruiser #classicplastic #boatfoolssailing The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour Some boats just won’t let go of you. This Southern Cross 28 Cutter, MAGIC, first appeared on a BoatFools Sailing Top 10 Countdo...
Buying a Sailboat Without This Plan Will Destroy Your Dreams
#boatfoolssailing #IsSailingDead #sailing #boatbuying How To Buy A Sailboat - The Right Way: What You Need To Know BEFORE Buying a Boat! From the empty docks and rising costs, it can feel that sailing is dead - or at at least impossible to break in to. But sailing isn’t dead — access to sailing ha...
We Reviewed 31 Sailboats This Year. 17 Sold. Here’s What Happened
#boatfoolssailing #sailboatreview #sailingboat #boattalk What Sold, What Sat, and Why. A Wild Year in Sailboats! (BoatFools 2025 Review) 2025 was a BIG year for BoatFools Sailing. Canadian Ken and Tris take a hard look back at the sailboats we profiled, the ones that sold, the ones that surprised...
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...