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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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...
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 ...
A LEGENDARY Sailboat: Tested, Proven, and Ready! This Contessa 26 can go anywhere! $9,500! [[SOLD]]
BoatFools Sailing

A LEGENDARY Sailboat: Tested, Proven, and Ready! This Contessa 26 can go anywhere! $9,500! [[SOLD]]

@boatfools  #sailing #bluewatersailing #sailboatforsale [[SOLD: As of 12/16/2024]] A LEGENDARY Sailboat: Tested, Proven, and Ready! This Contessa 26 can go anywhere! $9,500! These Contessa sailboats are extraordinary and their reputation as sm...
This Timeless SAILBOAT is a FANTASTIC Deal! A 1966 Allied Seabreeze 35 SAILBOAT for $19,500! [SOLD!]
BoatFools Sailing

This Timeless SAILBOAT is a FANTASTIC Deal! A 1966 Allied Seabreeze 35 SAILBOAT for $19,500! [SOLD!]

@boatfools  #sailing #sailboatforsale #sailboatdeals [[Sold 11/19/2024]] This Timeless SAILBOAT is a FANTASTIC Deal! A 1966 Allied Seabreeze 35 SAILBOAT for $19,500! In this episode Canadian Ken and I explore one of my all-time favorite sailboats. The Allied Seabreeze is a true classic and this one...
Is This 1972 Irwin Classic SAILBOAT the BEST Starter Boat for $12k? Full Tour [[SOLD]]
BoatFools Sailing

Is This 1972 Irwin Classic SAILBOAT the BEST Starter Boat for $12k? Full Tour [[SOLD]]

@boatfools #sailboatforsale #sailboat #sailing PRICE DROP!!! Was $14k, now $12k (SOLD AS OF Nov 1, 2025). Is This 1972 Irwin Classic SAILBOAT the BEST Starter Boat for $12k? Full Tour! Canadian Ken and I found a great one. Not only is she an ideal first big boat, she's comfortable, low mainte...
This CLASSIC Sailboat Is A SUPER Deal! An opportunity to buy a 1973 Tartan 34C for $5,000! [[SOLD]]
BoatFools Sailing

This CLASSIC Sailboat Is A SUPER Deal! An opportunity to buy a 1973 Tartan 34C for $5,000! [[SOLD]]

⁠@boatfools #sailboatforsale #sailing [[SOLD 10/25/2024]] This CLASSIC Sailboat Is A SUPER Deal! She's going to take some work but her bones, sails, and electrical & mechanical systems are all good. In fact, her Universal diesel has less than 150 hours on it. Her sails are in good-great ...
A MIGHTY Sailboat That Does It ALL! The Nor’Sea 27 can be trailered & sailed around the WORLD. TOUR!
BoatFools Sailing

A MIGHTY Sailboat That Does It ALL! The Nor’Sea 27 can be trailered & sailed around the WORLD. TOUR!

@boatfools  #sailboatforsale #sailing #worldcruiser [[SOLD!]] A MIGHTY Sailboat That Does It ALL! The Nor'Sea 27 can be trailered and sailed around the WORLD. And at $28,500, Canadian Ken and I think she's a pretty great deal. Designed by the late, great, Lyle Hess, this pocket cruiser w...
This 30-Foot SAILBOAT is a STAR! A PRISTINE S&S designed 1972 Yankee 30 for $12,000! TOUR! [[SOLD!]]
BoatFools Sailing

This 30-Foot SAILBOAT is a STAR! A PRISTINE S&S designed 1972 Yankee 30 for $12,000! TOUR! [[SOLD!]]

@boatfools  #sailboatforsale #sailboat #sailing This 30-Foot SAILBOAT is a STAR! A Sparkman & Stephens designed 1972 Yankee 30 in PRISTINE condition for $12,000! Honestly, this sailboat is nuts. It has been under cover on the hard for six years and it is nearly spotless. All she needs is a sur...
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