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 1-11 of 11 results
1971 Allied Seabreeze 35 Citation — A $24K Atlantic Contender | Full Tour
BoatFools Sailing

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...
The Venerable Bristol 27 | The Sailboat that changed everything!
BoatFools Sailing

The Venerable Bristol 27 | The Sailboat that changed everything!

#boatfoolssailing #Sailing #Bristol27 #CruisingSailboats #SailboatReunion #CanadianKen This Sailboat Changed Everything! Canadian Ken Reunites with his Old Bristol 27! Ahoy BoatFools Crew! ⚓ This week, we hit the road to Portland, Maine, for an emotional reunion: Canadian Ken reconnects with his...
We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR
BoatFools Sailing

We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k | TOUR

#boatfoolssailing #classicyacht #CutterSailboat #sailboatforsale #WoodenBoatLove We Fell Hard for This 47-Foot Classic Sailboat! Eldredge-McInnis Cutter at $60k! [PRICE REDUCED AS OF 08/30/2025] Chapters: 00:00 Where is Canadian Ken? 00:50 Intro to this Beauty and to Jordi St. John and MITA 03...
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...
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...
The ULTIMATE Sailboat Barn Find: Is this a hidden GEM? Now $15,000! FULL TOUR!
BoatFools Sailing

The ULTIMATE Sailboat Barn Find: Is this a hidden GEM? Now $15,000! FULL TOUR!

@boatfools  #sailboatbarnfinds #sailing #sailboatforsale #sailboats Is this The ULTIMATE Sailboat Barn Find? Join us on an exhilarating journey as we uncover what might just be the ultimate sailboat barn find! UPDATE 03/02/2025: The PRICE has dropped on this beauty from $35,000 down to $15,000!...
A SAILBOAT Rebuild: She is a STUNNER! Be part of this HINDU magic: Donate, Participate, & Celebrate!
BoatFools Sailing

A SAILBOAT Rebuild: She is a STUNNER! Be part of this HINDU magic: Donate, Participate, & Celebrate!

@boatfools  #sailasyourare #sailing #sailboatrestoration #sailboatrefit #classicsailboat A sailboat rebuild is no small feat - and your help is needed. If you're not in the market to buy a boat, you can participate in the finishing of this restoration by either donating your time or by donati...
A Classic Sailboat That Is Ready To Go! The 1961 S&S designed Gulfstream 36. A real stunner! [SOLD!]
BoatFools Sailing

A Classic Sailboat That Is Ready To Go! The 1961 S&S designed Gulfstream 36. A real stunner! [SOLD!]

@boatfools #sparkman&stephens #beautifulboats #classicboat #classicyacht #mainesailboats #sailboatforsale #woodenboat This is a classic sailboat that is ready to go! Zephyr is a 1961 Sparkman & Stephens designed Gulfstream 36, built right here in East Boothbay, Maine. She is NOT a fixer-...
This Stunning Sailboat Needs To Be Saved! She could be yours for FREE! [[SOLD!]]
BoatFools Sailing

This Stunning Sailboat Needs To Be Saved! She could be yours for FREE! [[SOLD!]]

@boatfools  #classicyacht #classicsailboat #beautifulboats #sailingpassion #sailboatrestoration #savethisboat UPDATE 05/06/2024: We are happy to report NIMBUS has SOLD! This STUNNING sailboat needs to be saved! This has been my favorite episode by far. I was invited by Captain Neal Parker to look ...
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