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 1-24 of 50 results
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check
#boatfoolssailing #sailing #nautorswan #sailboattour #bluewatersailing #swan42 This 1984 Swan 42 Proves Classic Yachts Still Dominate | $90K Reality Check | Ron Holland Offshore Legend for $90K | TOUR Welcome aboard, BoatFools Nation! ⚓ Today Canadian Ken and I step aboard a true offshore thoroug...
Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k
#boatfoolssailing #bluewatersailing #robertperry #sailboattour #sailing Robert H. Perry's COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k The Robert H. Perry–designed Far Harbour 39 is unlike almost any cruising sailboat ever built. This remarkable boat was cre...
Top 10 Sailboats Under $25,000 You NEED to See! | New England | EP149
#boatfoolssailing #usedsailboats #budgetsailing #sailboatreview Top 10 Sailboats Under $25,000 You NEED to See! Looking for affordable sailboats for sale in New England under $25,000? In this episode of BoatFools Sailing, Canadian Ken and I count down the Top 10 Budget Sailboats Under $25K curren...
A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour
#ClassicSailboat #BluewaterSailboat #BillTripp #boatfoolssailing A Rare Dutch-Built Classic | 1961 Bill Tripp Javelin 38 | $49,500! | Tour This Dutch-built Beauty is in San Rafael, CA, so if you're on the west coast and in the neighborhood, go check her out! Welcome back BoatFools Nation! T...
The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour
#sailing #bluewatersailboat #pocketcruiser #classicplastic #boatfoolssailing The ULTIMATE Pocket Bluewater Cruiser? | $39,500 Southern Cross 28 Cutter | Full Boat Tour Some boats just won’t let go of you. This Southern Cross 28 Cutter, MAGIC, first appeared on a BoatFools Sailing Top 10 Countdo...
We Reviewed 31 Sailboats This Year. 17 Sold. Here’s What Happened
#boatfoolssailing #sailboatreview #sailingboat #boattalk What Sold, What Sat, and Why. A Wild Year in Sailboats! (BoatFools 2025 Review) 2025 was a BIG year for BoatFools Sailing. Canadian Ken and Tris take a hard look back at the sailboats we profiled, the ones that sold, the ones that surprised...
LIVE: Let Me Spend YOUR Money — Sailboat Deals NOW!
Tonight I’m spending your money. We're going BOAT shopping. If you're interested in learning more about sailboats, pick up my book - Chapter two is dedicated to teaching you everything you need to know to pick a gread offshore boat. We’re boat shopping together in real time. Production ...
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 ...
FAST. Rugged. World Ready! 2018 Marples 40 Trimaran. FULL TOUR!
#SailboatTour #Trimaran #Multihull #BluewaterSailing #BoatFools #boatfoolssailing #FastCruiser FAST. Rugged. World Ready! 2018 Marples 40 Trimaran. FULL TOUR! ASKING PRICE: $125,000 TOC: 00:00 Canadian Ken in down below 00:08 Intro - Fly over of the Marples Custom 40 CC Fast Cruiser 00:26 Up On D...
DO NOT BUY These 5 Sailboats (And 5 You SHOULD)
Preorder my book “Be The Captain”: In this video, I break down 10 real offshore sailboats — 5 that I think are smart, seaworthy buys... and 5 that raise red flags. These boats are all for sale right now, and I’ll walk you through what I look for in an offshore cruiser, what makes or breaks a good ...![The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]](https://i.ytimg.com/vi_webp/MB9E8jcVW9c/mqdefault.webp)
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
#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...
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
#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 ...
The TOP SAILBOATS for Sale in MASSACHUSETTS Under $35k! Next season will be here SOON! Get ready!
@boatfools #sailboatforsale #sailing #massachusettssailing #sailboatforsale The TOP SAILBOATS for Sale in MASSACHUSETTS Under $35k! Prices are dropping and next season is just around the corner. If you're in the greater Massachusetts area and are in the market to buy a modestly priced sailbo...![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 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...
HITTING RESET IN A NEW COUNTRY: Where we are & the status of Jibsea – Ep 201
Sailing YouTubers hit the reset button by purchasing a new sailboat in Panama. Follow their adventure, challenges, and excitement in this new sailing chapter.
5 Boats For SALE in Luperon Dominican Republic 🇩🇴
Check out the latest episode from Barefoot Travels! We've uncovered 5 beautiful boats for sale in the stunning town of Luperon, Dominican Republic. From sailboats to steel cruisers, there's something here for every taste and budget. Join us as we tour each unique vessel and discuss its his...
The TOP 10 SAILBOATS for Sale in NEW ENGLAND Under $25k! SUMMER 2024 Edition. HOT DEALS abound!
@boatfools #sailing #boatbuying #classicboat #top10sailboats #newengland The TOP 10 SAILBOATS for Sale in New England Under $25k SUMMER 2024 edition! Get excited, folks, there are some sweet deals to be had and if you pounce on any of these fine sailboats you can start sailing now! We have done so...![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...![This Small SAILBOAT is ACES! A Sea Sprite 28 PROFESSIONALLY REFIT and ready to go at $28k! [SOLD!]](https://i.ytimg.com/vi_webp/u8oLBllIUS0/mqdefault.webp)
This Small SAILBOAT is ACES! A Sea Sprite 28 PROFESSIONALLY REFIT and ready to go at $28k! [SOLD!]
@boatfools #sailboatforsale #sailing #smallsailboat #pocketcruiser Update: Not surprisingly, this beauty has SOLD! This Small Sailboat is aces and ready to go now! She is turnkey and like-new. Ready to set sail? Dive into this impeccably refit 1981 Sea Sprite 28! Professionally refurbished fr...