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 1-12 of 12 results
![A SENSATIONAL Small Cruiser! A 1981 Sam Crocker 29′ STUNNER. $17.5k [[SOLD!]]](https://i.ytimg.com/vi_webp/3mWpdXg1R9g/mqdefault.webp)
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...![A LEGENDARY Sailboat: Tested, Proven, and Ready! This Contessa 26 can go anywhere! $9,500! [[SOLD]]](https://i.ytimg.com/vi_webp/TMsFz-cbEtM/mqdefault.webp)
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!]](https://i.ytimg.com/vi_webp/gh5iUhJUgRk/mqdefault.webp)
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...![This CLASSIC Sailboat Is A SUPER Deal! An opportunity to buy a 1973 Tartan 34C for $5,000! [[SOLD]]](https://i.ytimg.com/vi_webp/i0h9iK9QSdI/mqdefault.webp)
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 #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!]]](https://i.ytimg.com/vi_webp/7WUu659Arxc/mqdefault.webp)
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...![This SAILBOAT is a STEAL! A DIAMOND in the rough 1968 Bristol 33 for ONLY $6,000! FULL TOUR [SOLD!!]](https://i.ytimg.com/vi_webp/zWnGFMDfGFk/mqdefault.webp)
This SAILBOAT is a STEAL! A DIAMOND in the rough 1968 Bristol 33 for ONLY $6,000! FULL TOUR [SOLD!!]
@boatfools #sailboatforsale #sailing #sailboat **She has just SOLD!** This SAILBOAT is a STEAL! Well, at $6,000 it certainly feels like a steal. Canadian Ken and I were very apprehensive when we went to explore this 1968 Bristol 33 - she'd been on the hard for 8 years, under plastic shrink w...![A Swedish Sailboat SENSATION! This Vindo 40 is a STUNNER at $26,500. Full tour [off market]](https://i.ytimg.com/vi_webp/KaIB4bfwOzc/mqdefault.webp)
A Swedish Sailboat SENSATION! This Vindo 40 is a STUNNER at $26,500. Full tour [off market]
@boatfools #sailing #sailboatforsale #sailboats #swedishbeauty This is A Swedish Sailboat SENSATION! You just never know what you're going to find when you go look at a used sailboat that is for sale. Canadian Ken and I were blown away by this classic beauty. If you're not familiar with...![The IDEAL Racer/Cruiser? PRICE DROP: C&C 36-1 for $20k with TONS of upgrades. [SOLD]](https://i.ytimg.com/vi_webp/KF5QHgYEJqk/mqdefault.webp)
The IDEAL Racer/Cruiser? PRICE DROP: C&C 36-1 for $20k with TONS of upgrades. [SOLD]
@boatfools #sailboatforsale #sailboatlife #sailing The IDEAL Racer/Cruiser? This Sailboat ROCKS! A C&C 36-1 for $25k with TONS of upgrades. So, Canadian Ken finally had his day in the sun - we toured a sailboat that was made in his homeland of Canada! And we learned something about Ken, too: ...![A Classic Sailboat That Is Ready To Go! The 1961 S&S designed Gulfstream 36. A real stunner! [SOLD!]](https://i.ytimg.com/vi_webp/uKYvDAsmldg/mqdefault.webp)
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-...
Classic C&C 40-2 | A Proven Winner for $19,500 | Full Tour
#sailing #sailboatforsale #boatbuying This C&C 40 Sailboat Is For Sale! This is a classic 1980 C&C 40-2. Unfortunately, all good things must come to an end and this one-owner sailboat with its storied past and prolific racing history could be yours. She has raced in the Marblehead to Halif...