Watch Sailing & Boating Adventures Around the World – Page 2 of 3
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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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...
The 10 Best Sailboats Under $30K in Florida — Our #1 Pick Might Surprise You
#boatfoolssailing #sailing #boatsforsale #floridasailing #beautifulboats The 10 Best Sailboats Under $30K in Florida — Our #1 Pick Might Surprise You Ahoy BoatFools Nation! This week Canadian Ken and I head south to sunny Florida to find the greatest sailboats for sale for under $30k! This week�...
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...
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 ...
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...
We Asked YOU to Name Our New Boat! 14 Hilarious Suggestions
#boatfoolssailing #boatnames #sailboatlife #funnyboatnames Canadian Ken and I take a stroll with ocean views to tackle one of sailing’s biggest traditions — renaming a boat. Our “new-to-us” Morgan 384 Panache needs a name with a little more personality, so we dive into the hilarious, clever, and oc...
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...
New Sailboat or Used Sailboat? That is the question. EP146
#boatfoolssailing #boatoftheyear #usedsailboats #sailing New Sailboat or Used Sailboat? That is the question. EP 146 Every year, the sailing world celebrates the Boat of the Year winners — innovative designs, cutting-edge technology, and eye-watering price tags. But here’s the question most sailo...
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...
Buying a Sailboat Without This Plan Will Destroy Your Dreams
#boatfoolssailing #IsSailingDead #sailing #boatbuying How To Buy A Sailboat - The Right Way: What You Need To Know BEFORE Buying a Boat! From the empty docks and rising costs, it can feel that sailing is dead - or at at least impossible to break in to. But sailing isn’t dead — access to sailing ha...
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...
Yacht People Problems Part III: Mice
#boatfoolssailing #yachtpeopleproblems #mice The annual battle against the dreaded boat mouse is back, as we tackle how to stop them from chewing through our rigging during the colder months. This week, we share a clever hack to winterize your boat effectively and protect those halyards. If you�...
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
#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...
1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour
#boatfoolssailing #CheoyLeeOffshore31 #BarnFindBoat #ClassicPlastic #sailboatrestoration 1974 Cheoy Lee Offshore 31 Ketch | Forgotten Barn Find Classic Needs a New Captain | $8k | Full Tour Hey BoatFools Nation! Canadian Ken and I tracked down a true barn-find time capsule — a 1974 Cheoy Lee Of...
Galley Secrets from a Schooner Pro | Recipes and Tips from a Maine Schooner Chef
#boatfoolssailing #MaineSchooner #SailboatCooking #cruisinglife #BoatRecipes #SailingMaine Hey BoatFools Nation! Today, we’re doing something a little different—but definitely boat related! We’re in Rockland, Maine, joined by Canadian Ken, and visiting the former captains of the historic two-mas...
BLUEWATER Battle Axe! This Steel Sailboat Will Go Anywhere! $29k | TOUR
#boatfoolssailing #bluewatersailboat #steelsailboat #oceancruisingboats #sailboattour BLUEWATER BATTLE AXE! This Steel Sailboat Will Go Anywhere! $29k | TOUR Canadian Ken and I have seen a lot of fiberglass, but this was a first — a steel-hulled sailboat built like a ship and ready to cross o...
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...
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
#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....![A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]](https://i.ytimg.com/vi_webp/HAHUR4eWVFw/mqdefault.webp)
A SENSATIONAL Trailerable Pocket Cruiser: The Com-Pac 17 Sun Cat for $9,500! [[SOLD 9/16/25]]
#boatfoolssailing #sailingboat #pocketcruiser #trailersailer [[SOLD 09/16/2025]] A SENSATIONAL Trailerable Pocket Cruiser: A Com-Pac 17 Sun Cat for $9,500! TOC: 00:00 What did we just find?!? 00:24 Intro to the Comp-Pac 17 Sun Cat - And "Kenadian" 01:02 Walk around the boat and a look a...
Labor Day Update! Dad Tears, Boat Sales & Sea Level Rise!
#sailing #boatfoolssailing #channelupdate #notears Labor Day Update! Dad Tears, Boat Sales & Sea Level Rise! Happy Labor Day, BoatFools Nation! No full-length video this week because I was busy dropping my daughter at college (and crying enough tears to raise sea levels in the Gulf of Maine)....![The Alberg 30: A Sailboat Design That’s Aging Like Fine Wine | TOUR [[9/7/25 SOLD!]]](https://i.ytimg.com/vi_webp/9SsHdERT14Q/mqdefault.webp)