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A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29′ STUNNER. $17.5k [[SOLD!]]
BoatFools Sailing

A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29′ STUNNER. $17.5k [[SOLD!]]

#boatfoolssailing #crockersloop #classicsailboat #sailboattour #sailboatforsale A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29' STUNNER. $17.5k | [[SOLD 10/17/25]] This. Is. Boomerang. A sensational 29-foot Sam Crocker-designed cruiser (Design #286) built in 1981—and she’s a total stunne...
Did We Buy The Wrong Sailboat?!
BoatFools Sailing

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...
Hinckley Pilot 35: The Sailboat Everyone Wants #boating #luxury #sailing
BoatFools Sailing

Hinckley Pilot 35: The Sailboat Everyone Wants #boating #luxury #sailing

@boatfools #hinckley #sailing #youneverforgetyourfirst Canadian Ken slays with this comment: You never forget your first Hinckley... It's true - this Hinckley Pilot 35 is a true beauty we will never forget.
What’s a Baggywrinkle and Why Do Sailboats Need It?
BoatFools Sailing

What’s a Baggywrinkle and Why Do Sailboats Need It?

@boatfools  #sailing #sailingterms #baggywrinkle A funny clip of us defining "baggywrinkle" - a nautical term. We talk about schooner sailing and why chafe gear is important. You'll be able to impress your friends with your sailing terminology!
What Did We Find Hiding in This Barn?
BoatFools Sailing

What Did We Find Hiding in This Barn?

#boatfoolssailing #classicsailboat #sailboat What Did We Find Hiding in This Barn? Check out this 1966 Pearson Wanderer 30!
Can You Believe This Sailboat is Only $6,500? Full Tour
BoatFools Sailing

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 ...
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...
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...
$9.5K for a Bluewater LEGEND! The Pearson Triton 28. [[08/29/25 SOLD]]
BoatFools Sailing

$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]]
BoatFools Sailing

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...
The TRUTH About SAILBOAT Insurance: Everything You Need to Know!
BoatFools Sailing

The TRUTH About SAILBOAT Insurance: Everything You Need to Know!

#sailing #sailboatinsurance #boatinsurance THE TRUTH ABOUT SAILBOAT INSURANCE | Everything You Need to Know! There’s a ton of confusion out there about sailboat insurance—especially when it comes to older sailboats or wooden boats. Some say you can’t get coverage. Others claim the process is a nig...
Why This Vintage Hinckley Is a Deal at $58K
BoatFools Sailing

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...
The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]
BoatFools Sailing

The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]

#AldenKetch #ClassicSailboat #BluewaterCruiser #SailboatTour #LiveaboardSailboat The NICEST Sailboat We've Ever Seen?! A 1973 Custom Alden Ketch for $159K – FULL TOUR [[SOLD AS OF 08/30/2025!]] This one’s WAY above our usual budget... but when Canadian Ken and I saw this stunning 47’ Custom A...
BoatFools Sailing Top 10 SAILBOATS Under $35k In New England! Spring 2025
BoatFools Sailing

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]]
BoatFools Sailing

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!]]
BoatFools Sailing

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 STUNNING Daysailer! Wood & Carbon Fiber Masterpiece – She’ll Steal Your Heart! $65K [[SOLD]]
BoatFools Sailing

A STUNNING Daysailer! Wood & Carbon Fiber Masterpiece – She’ll Steal Your Heart! $65K [[SOLD]]

#SailboatForSale #ClassicSailing #BoatFoolsSailing #Herreshoff #Daysailer #Sailboats #SailingLife #CarbonFiber #ElectricSailboat #BruceKing #EdJoyDesign [[SOLD as of 05/05/2025]] A STUNNING Daysailer! Wood & Carbon Fiber Masterpiece – She’ll Steal Your Heart! $65K BOAT TOUR ULTRA-RARE CLASSIC ...
A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD
BoatFools Sailing

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
BoatFools Sailing

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
BoatFools Sailing

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]]
BoatFools Sailing

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!]]
BoatFools Sailing

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.
BoatFools Sailing

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...
A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Full Tour!
BoatFools Sailing

A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Full Tour!

#Catalina38 #ClassicSailboat #SailboatRestoration #Sailing #boatfoolssailing [[SOLD - 11/15/2025]] A Potential DEAL on a CLASSIC Racer-Cruiser! A 1982 Catalina 38 for $16,900. Black Pearl: A 1982 Catalina 38 – A Classic Almost Restored! This week, join me as I explore a 1982 sailboat in the chil...
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