Watch Sailing & Boating Adventures Around the World
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Why Are Used Sailboats So Cheap in 2026?
Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
HOT TAKE – Stupid Anchoring Mistakes
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The Sailboat With No Wires Holding Up the Mast
Thinking about buying a 30-foot sailboat, liveaboard cruiser, weekend sailboat, or easy singlehanded cruising boat? The Nonsuch 30 is one of the strangest and smartest used sailboats on the market. With no standing rigging, no shrouds, no forestay, no headsail, one huge sail, a freestanding mast, an...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
Cheap Sailboats: The Dream, The Deal, and The Disaster
Cheap sailboats are still everywhere if you know where to look. In this episode, I went online and found 50 real sailboats for sale under $15,000, including older fiberglass boats like Catalina 22s, Catalina 25s, Catalina 30s, C&C sailboats, Pearson 30s, Hunters, O’Days, Islanders, Cals, Mirages...
Why Sailors Still Want This Slow Old Cruiser – Down East 38
Liveaboard Insurance: Harder to Get, More Important Than Ever: In this Practical Sailor boat tour, we take a deep look at the Downeaster 38, also known as the Down East 38, a classic full-keel bluewater cruising sailboat from Down East Yachts. Designed by Henry Mohrschladt and Bob Poole, the Downe...
Buyer Beware The Truth About Cored Hull C&C Sailboats
Bruce and Bob’s Pacific Loop: A Solo Sailor’s Search for Utopia: If you’re considering a C&C 110, C&C 115, or C&C 121, there’s one critical detail you need to understand before you buy: cored hull construction. In this Practical Sailor deep dive, we break down the design philosophy beh...
Best Shallow Draft Sailboats
If you’re shopping for a sailboat in Florida, the Bahamas, the Chesapeake, the Gulf Coast, or anywhere with shallow creeks, canals, sandbars, and skinny-water marinas, draft might be the most important number on the spec sheet. In this video, we look at the best shallow draft sailboats for real-worl...
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...
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...
7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing
Thinking about buying a sailboat? There are some amazing deals out there… and some very expensive mistakes waiting to happen. In this video, we’re breaking down a list of used sailboats that can be great boats if you understand their design quirks, construction details, and the problems that can sho...
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)....
Is this a Good Boat?
My new book, "Be the Captain," is finally done! This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the scenes and showing you my exact step-by-step process f...
Is This The BEST Sailboat For The Money? Rare One-Owner GEM of a Tartan 37 for $65,000! Full Tour!
Is This The BEST Sailboat For The Money? Rare One-Owner GEM of a Tartan 37 for $65,000! Discover an incredible opportunity to own a rare, one-owner 1982 Tartan 37—a sailboat known for its legendary design, performance, and versatility. At just $65,000, this meticulously maintained classic offers ou...
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...
The TOP 10 Sailboats for Sale in Michigan Under $30k! Can the Great Lakes State give us the GOAT?
@boatfools #sailing #sailboatforsale #sailboatsforsale #GOATboat The TOP 10 Sailboats for Sale in Michigan Under $30k revealed some really fun boats! So not only did Michigan give us the GOAT in Tom Brady, Michigan may have given us the GOAT boat for under $30k! And the winner may surprise you - ...
The Top 5 Sailboats For Sale Under $25k in Maine | Short & Sweet Edition! Get ’em while they’re HOT!
@boatfools #SailboatsForSale #MaineSailing #sailboatdeals Top 5 Sailboats For Sale Under $25k in Maine | Short & Sweet Edition! 🌊 Searching for a sailboat bargain? Look no further! In this week's episode, we're trimming down our selection to bring you the top 5 sailboats for sale un...
BoatFools TOP Sailboats for Sale in New York Under $35k! Start off 2024 with one of these beauties!
@boatfools #beautifulboats #boatsforsale #bestsailboats #newyork #boatfoolstopsailboats For the BoatFools Top Sailboats for Sale in New York Under $35k we catch up with my pal, Charlie, who lives down in NYC. Nothing like having boots on the ground! So, to kick off 2024 we're checking out the...
BoatFools Top 10 Sailboats for Sale in Maine Under $30k! ‘Tis the season to give the gift of a boat!
@boatfools #boatbuying #boatsforsale #beautifulboats #mainecoast #sailing #sailboatforsale The TOP 10 Sailboats For Sale in Maine for Under $30k! Join our crew! We'd appreciate the support: Check out our BoatFools TOP 10 Sailboats For Sale in Maine for under $30k and you could be out purs...
BoatFools Top 10 Sailboats for Sale in New England for Under $30k! I’m IN LOVE!
#sailboats #boatbuying #sailing #boatsforsale #maine #newengland Join our crew! We'd appreciate the support: These are my Top 10 sailboats that are currently for sale in New England that are listed between $20,000 and $30,000. Any one of these sailboats would be perfect for coastal cruising...
The Top 10 Sailboats Currently for Sale in Maine for Less Than $30K! Some GREAT Deals. Ep. 7
#sailboats #boatbuying #sailing #boatsforsale #maine Come check out my Top 10 picks for the best sailboats currently for sale in Maine that are listed for less than $30,000. Any one of these sailboats would be perfect for coastal cruising and some could even take you around the world. Here are th...
Modern Sailboat Design: Eh? Or Meh? It’s GAME ON but a NO contest, IMO! Ep. 6
#sailing #sailboats #budgetsailing #boatbuying #sailboatrestoration #sailingmaine #yachtdesign #sailboatdesign Join our crew! We'd appreciate the support: Sailboat design is an art. I feel like modern sailboat design has become homogenous. If you're looking for used sailboats, I make th...