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.
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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 ...
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...
Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR
#boatfoolssailing #williamtripp #sailing #sailboatforsale #barnfind Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR Ahoy BoatFools Nation! Every once in a while, a boat shows up that stops us in our tracks. This is one of those boats. Canadian Ken and I were tipped off...
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...
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...
A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!
#boatfoolssailing #sailboatforsale #sailboattour ONLY 8 Ever Built! $75,000 Chuck Paine Intrepid 40 Sailboat | Full Tour This week, Canadian Ken, Captain Kew, and I climb aboard one of the rarest Chuck Paine designs ever launched: the 1986 Cape Dory Intrepid 40 — hull #7 of only 8 ever built. If ...
This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser
#SailboatTour #CaptainQ #Gozzard36 #BluewaterSailboat #SailboatReview This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser We FOUND him. Captain Q — the legendary Yacht Hunter himself — has been resurrected with nothing more than a can of Dinty Moore beef stew and a spl...
Canadian-Built Classic! C&C 33 Mk II Sailboat Tour – Now $29,500
#boatfoolssailing #BudgetSailboats #SailboatTour #SailboatForSale Canadian-Built Classic! C&C 33 Mk II Sailboat Tour – Now $29,500 Ahoy BoatFools Nation! First of all - stick around to the end for the contest results AND the big reveal of our surprise guest for next week! Canadian Ken fell ...
Did We Buy The Wrong Sailboat?!
@boatfools #sailing #sailboat #sailboatrefit Did We Buy the WRONG Sailboat?! | Morgan 382 – 4 Years Later After 4 years of full-time cruising aboard our 1980 Morgan 382, designed by the legendary Ted Brewer, we’re finally asking the question… Did we buy the WRONG boat?! In this episode, we get...
Can You Believe This Sailboat is Only $6,500? Full Tour
#PearsonWanderer #BarnFindBoat #boatfoolssailing #ClassicSailboat #UsedSailboat #SailboatForSale [[PRICE DROP!!!]]Can You Believe This Boat is Only $6,500? Full Tour! The Pearson Wanderer 30 - a Classic Pearson design by Bill Shaw – Solid Diesel, Sweet Upgrades! This is what we call a sweet barn ...![$9.5K for a Bluewater LEGEND! The Pearson Triton 28. [[08/29/25 SOLD]]](https://i.ytimg.com/vi_webp/w4Ar1M4wpjE/mqdefault.webp)
$9.5K for a Bluewater LEGEND! The Pearson Triton 28. [[08/29/25 SOLD]]
#pearsontriton28 #bluewatercruiser #sailboattour #sailing #boatfoolssailing [[SOLD - as of 08/29/2025]] $9.5K for a Bluewater LEGEND! The Pearson Triton 28. FULL TOUR $9.5K for a restored classic?! Yes, please. PRICE DROP FROM $13k! UPDATE 08/04/2025 - THIS AWESOME BOAT HAS HAD A MAJOR PRICE DROP...![A FREE Cape Dory 28! Classic Carl Alberg Sailboat Needs a New Home! [[SOLD]]](https://i.ytimg.com/vi_webp/ndEbi7-ok0E/mqdefault.webp)
A FREE Cape Dory 28! Classic Carl Alberg Sailboat Needs a New Home! [[SOLD]]
#FREEBoat #CapeDory28 #classicsailboat #ProjectBoat #CarlAlberg A FREE Cape Dory 28?! Classic Carl Alberg Sailboat Needs a New Home! [[AND SHE FOUND ONE 08/01/2025]] She’s not perfect—but she is free. This 1978 Cape Dory 28 has classic lines, a full suite of sails, and serious potential. Designed...
Why This Vintage Hinckley Is a Deal at $58K
#HinckleyPilot35 #ClassicSailboat #BluewaterSailboat #SailboatTour #SailingLife Why Does This Old Boat Still Turn Heads in 2025? Hinckley Pilot 35: The Icon Lives On! | Full Boat Tour We finally got aboard our first Hinckley—and as Canadian Ken says, "you never forget your first Hinckley!&q...
BoatFools Sailing Top 10 SAILBOATS Under $35k In New England! Spring 2025
#SailboatsUnder35k #SailboatDeals #UsedSailboats #BudgetSailing #SailingNewEngland 🏆 BoatFools Sailing: Top 10 Sailboats Under $35K in New England – Spring 2025 Edition! ⛵ Canadian Ken and I scoured the salty corners of New England to find the best used sailboats under $35,000—from Craigslist and F...![The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. [[SOLD]]](https://i.ytimg.com/vi_webp/G1d83DM1bTc/mqdefault.webp)
The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. [[SOLD]]
#sailboattour #bluewatersailboat #cruisingsailboat #liveaboardlife [[SOLD 08/08/2025]] The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. Full Tour PRICE DROP FROM $65K DOWN TO $59K! Could this be the ultimate bluewater cruiser under $100k? Meet the 1968 Pear...![At $25,000 This 1979 Sailboat is in Amazing Shape! The Gulfstar 37. FULL TOUR [[SOLD!]]](https://i.ytimg.com/vi_webp/uuMvC-mLRY0/mqdefault.webp)
At $25,000 This 1979 Sailboat is in Amazing Shape! The Gulfstar 37. FULL TOUR [[SOLD!]]
#Gulfstar37 #SailboatTour #CruisingSailboat #SailboatForSale #boatfoolssailing #SailingLife #LiveaboardSailboat #AffordableCruising #MaineSailing #sailing [[SOLD]] We Found a 1979 Sailboat in Amazing Shape! This LOADED 1979 Gulfstar 37 is the Complete Package! At $25,000 You Could Be On Your Way!...
A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD
#SailboatForSale #VineyardVixen #BluewaterSailboat #BoatFoolsSailing #Sailing #Sailboats #CruisingLife #Liveaboard #SailingLifestyle #boatforsale A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. [[SOLD!]] Update 05/13/2025: SOLD! About a month ago, ...
The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR
#SailboatForSale #SeaSprite34 #SailingLife #BoatBuying #classicyacht The SAILBOAT That Will BLOW Your Mind! 1984 Sea Sprite 34 Yawl FULL TOUR This Fantastic SAILBOAT Is A RARE STUNNER for $49,500! First of all, I am SORRY for all the FANTASTICs! I think my brain froze in the cold temps...Never ...
Exploring a Classic Sailboat in Snowy Maine! Full Tour
#SailboatsForSale #Bristol35 #SailingLife #Sailboats #BoatFoolsSailing #ClassicYacht #LiveaboardLife #TedHood #BluewaterSailboat #SailboatTourThis UPDATE 03/10/2025: THE PRICE HAS DROPPED FROM $46,500 TO $38,500! Exploring a Classic Sailboat in Snowy Maine! Full Tour – A SOLID 1980 Bristol 35.5C f...![Is This The MOST BEAUTIFUL Sailboat? A Stunning 1964 Concordia 41 for $77,500 – [[SOLD]]](https://i.ytimg.com/vi_webp/GD1L0frXxNI/mqdefault.webp)
Is This The MOST BEAUTIFUL Sailboat? A Stunning 1964 Concordia 41 for $77,500 – [[SOLD]]
Is This the Most Beautiful Sailboat? A Stunning 1964 Concordia 41 for $77,500! [[SOLD]] Is this the most beautiful sailboat ever built? Canadian Ken and I were absolutely blown away by the sheer elegance of this 1964 Concordia 41 Yawl, Hull #96. Designed in 1938 by the legendary Ray Hunt—yes, that ...![A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K – FULL TOUR! [[SOLD!]]](https://i.ytimg.com/vi_webp/2JgNiKoxhQc/mqdefault.webp)
A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K – FULL TOUR! [[SOLD!]]
[[SOLD 02/12/2025]] A FANTASTIC Budget Pocket CRUISER! 1976 Vineyard Vixen 29 for $10K - FULL TOUR! 100% Smitten! Hey! We're down in Massachusetts this week checking out one of my most favorite designs! So, are you looking for a rugged yet simple coastal cruiser? Meet Banshee, a Vineyard Vixen...
A SMALL Almost PERFECT Sailboat! A RARE 1965 Cheoy Lee Frisco Flyer III for $6,800. FULL TOUR.
A SMALL Almost PERFECT Sailboat! The 1965 Frisco Flyer III for $6,800! DON'T MISS OUT! SIGN UP FOR OUR NEWSLETTER, THE BOATFOOLS REPORT: Lila is a Classic 1965 Cheoy Lee Frisco Flyer III – A rare gem of a 26’ sloop. Step aboard Lila, a stunning 1965 Cheoy Lee Flyer III—a beautifully preserv...![The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser for $50,000! [[SOLD!]]](https://i.ytimg.com/vi_webp/bcCekqZW_tw/mqdefault.webp)