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 1-21 of 21 results
This One-of-One Wooden Yacht Costs Just $95K | FULL TOUR
BoatFools Sailing

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 —...
Six Boats. One Atlantic Dream. Why He Chose a Cape Dory 36.
BoatFools Sailing

Six Boats. One Atlantic Dream. Why He Chose a Cape Dory 36.

#boatfoolssailing #capedory36 #bluewatersailing #atlanticcrossing #sailboattour Six Boats. One Atlantic Dream. Why He Chose a Cape Dory 36. Welcome back BoatFools Nation! This one is a little different—and exactly the kind of story we love. Back in February, Andrew flew all the way from Norway t...
Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Tomorrow)
BoatFools Sailing

Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Tomorrow)

#boatfoolssailing #alberg35 #bluewatersailboat #sailboattour Why Isn’t Anyone Buying This? | A $25K Alberg 35 Bluewater Cruiser (We’d Sail Her Now) AS OF 04/14/2026 THIS BEAUTY IS OFF THE MARKET - THE OWNER HAS FIGURED OUT A WAY TO KEEP HER. Welcome back BoatFools Nation! This week Canadian Ken ...
Small Boat, Serious Yacht! This Morris Frances 26 is a Wonder | TOUR
BoatFools Sailing

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 Top 10 Sailboats Under $25k in the USA!
BoatFools Sailing

The Top 10 Sailboats Under $25k in the USA!

#boatfoolssailing #cheapboats #budgetboats #sailboats We've searched high and low for the best used sailboats for sale in the USA under $25,000 - and found some real contenders! Welcome back, BOATFOOLS NATION! This week, Green Mountain Josh and I are doing something big — we’re taking a spi...
This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser  | $45k | FULL TOUR
BoatFools Sailing

This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR

#bluewatercruiser #cheoyleecclipper36 #sailboatreview #boatfoolssailing **The thumbnail image is a sister ship! The Clipper 36 Sailboat is a Winner! A SWEET 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR BoatFools Nation! This week, Canadian Ken couldn’t make the trip — so his body do...
This $160K Gozzard 36 Sailboat Changes Everything | Innovative Open-Plan Cruiser
BoatFools Sailing

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
BoatFools Sailing

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 ...
A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR
BoatFools Sailing

A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR

#boatfoolssailing #sailboattour #budgetsailboat #cruisinglife A GREAT Budget Liveaboard! The Pearson 365 Ketch $28k | FULL TOUR Looking for a great budget liveaboard sailboat? The classic 1979 Pearson 365 Ketch, designed by the legendary Bill Shaw, might be exactly what you’ve been searching for....
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 ...
$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...
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...
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...
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 ...
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 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...
The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser for $50,000! [[SOLD!]]
BoatFools Sailing

The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser for $50,000! [[SOLD!]]

#HansChristian38T #BluewaterCruising #SailboatForSale #LiveaboardLife #SailingDreams [[SOLD AS OF 05/22/2025]] The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser built for adventure. Asking price is $90,000. And she's a 1989! Looking for a timeless cruiser ready to sail the world...
Is This The BEST Sailboat For The Money? Rare One-Owner GEM of a Tartan 37 for $65,000! Full Tour!
BoatFools Sailing

Is This The BEST Sailboat For The Money? Rare One-Owner GEM of a Tartan 37 for $65,000! Full Tour!

Is This The BEST Sailboat For The Money? Rare One-Owner GEM of a Tartan 37 for $65,000! Discover an incredible opportunity to own a rare, one-owner 1982 Tartan 37—a sailboat known for its legendary design, performance, and versatility. At just $65,000, this meticulously maintained classic offers ou...
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