In this video I share 5 sailboats that seem to get cheaper every single year. I break down why prices keep falling, what scares buyers away, and when one of these “depreciating” boats might still be a smart buy—or a floating money trap waiting to happen. 00:00 - Intro 00:50 - Catalina 27 02:56 - Pearson 26 05:25 - O'Day 25 07:47 - Columbia 22 10:03 - MacGregor 26 12:18 - Endin Copyright Disclaimer This video may contain copyrighted material used under the “fair use” doctrine (Section 107, U.S. Copyright Law) for purposes such as education, commentary, and analysis. If you believe your work has been used inappropriately, please contact me directly before taking formal action. Thank you for your understanding.

In this video I share 10 brutal truths about sailing retirement that nobody likes to admit. I talk about costs, health, loneliness, maintenance, weather, insurance and the emotional side of life afloat—so you can see whether this dream still fits your body, budget and future. 00:00 -Indro 00:38 - The Waste System Will Own Your Life 01:55 - Hull Blistering Can Ambush You Six Figures Deep 03:13 - Deck Leaks Are the Slow Bleed That Never Stops 04:32 - Fuel Costs on a Catamaran Will Break Your Budget 05:54 - Parts Sourcing in Remote Anchorages Is a Different World 07:18 - Engine Room Access Can Turn One Job Into a Week 08:41- Your Mast Is a Hidden Time Bomb in the Tropics 10:02 - Teak Decks Are Beautiful Until They're Expensive 11:28 - The Liveaboard Freedom Fantasy Has a Fine Print 12:48 - Brand Loyalty Can Make You Deaf to Real Warnings 14:13 - Ending Copyright Disclaimer This video may contain copyrighted material used under the “fair use” doctrine (Section 107, U.S. Copyright Law) for purposes such as education, commentary, and analysis. If you believe your work has been used inappropriately, please contact me directly before taking formal action. Thank you for your understanding.

In this video I uncover where unsold sailboats actually end up when nobody wants them anymore. From forgotten boatyards and auction lots to storm-damaged marinas and cheap “project boat” listings, I show the hidden places where old sailing dreams quietly go to die. 00:00 Intro 01:14 The Slow Death That Happens Before Anyone Admits It's Over 04:05 The Charity Trap: The Polite Way to Make a Boat Disappear 06:59 The Graveyard Marinas Nobody Talks About 08:54 Why You Can't Just Throw a Sailboat Away 10:48 Who Pays for All of This in the End 12:45 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I explain why some sailboats that once cost $1 million are now sitting unwanted on the market. I break down depreciation, maintenance costs, outdated layouts, insurance problems and nervous buyers—and show when a “cheap luxury boat” is actually a very expensive trap. 00:00 Intro 01:13 How These Boats Hit $1 Million in the First Place 04:20 The Insurance Wall That's Killing the Market 07:40 The Boats Sitting on the Market Right Now 09:30 The Pandemic Buyers Who Are Now Desperate to Sell 11:17 Why the Market Won't Recover for These Boats 13:07 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I break down why big sailboats aren’t selling and why the sailboat market feels like it’s slipping hard right now. I talk about stale listings, high ownership costs, nervous buyers and unrealistic asking prices—and what I’d do before buying or trying to sell a large boat today. 00:00 - Intro 00:45 - The $500K Mistake: Why Buying a Big Sailboat Can Ruin You 03:10 - Why 50-Foot Sailboats Are Becoming Impossible to Sell 05:33 - The Brutal Truth About Owning a Large Sailboat 08:27 - From Dream to Liability: How Big Boats Are Losing Value Fast 11:22 - The Dead Zone: Why Mid-Size Yachts Are Disappearing 13:33 - Ending Copyright Disclaimer This video may contain copyrighted material used under the “fair use” doctrine (Section 107, U.S. Copyright Law) for purposes such as education, commentary, and analysis. If you believe your work has been used inappropriately, please contact me directly before taking formal action. Thank you for your understanding.

In this video I share 5 things nobody really tells you about sailing after 60—and why those same truths can make it one of the best decisions of your life. I talk about freedom, confidence, simplicity and purpose, plus the surprising ways sailing can make this chapter feel bigger, calmer and more alive. 00:00 Intro 00:51 Your Body Is Smarter Than You Think 02:53 The Right Boat Changes Everything 05:06 Solitude Is Not Loneliness 07:10 The Financial Math Actually Works in Your Favor 09:39 You'll Become a Better Sailor Than You Ever Were at 40 12:14 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I break down 5 mistakes that can get you denied a marina slip fast—from bad paperwork and poor boat condition to insurance problems and rule-breaking behavior. I explain what marinas really look for, and how one wrong move can leave you stranded with nowhere to dock. 00:00 Intro 00:50 Showing Up With the Wrong Boat Size 03:11 Carrying Liveaboard Status Into the Wrong Port 05:21 Hiding Engine or Bilge Problems From Marina Staff 07:25 Letting Your Boat's Paper Trail Work Against You 09:36 Building a Bad Reputation on the Water 11:55 Ending Copyright Disclaimer This video may contain copyrighted material used under the “fair use” doctrine (Section 107, U.S. Copyright Law) for purposes such as education, commentary, and analysis. If you believe your work has been used inappropriately, please contact me directly before taking formal action. Thank you for your understanding.

In this video I share 5 things nobody really tells you about living aboard full-time—the kind of hard truths that kill most dreams in the first year. I talk about costs, stress, maintenance, isolation and daily reality, so you know what this life is really asking from you. 00:00 Intro 00:51 The Bilge Never Lies 03:14 Your Body Pays the Rent 05:28 The Slip Fee Nobody Budgets For 07:52 Provisioning Is a Part-Time Job 10:18 The Insurance and Legal Trap 13:17 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I share my top 5 sailboats I’d actually trust to cross an ocean for under $100K. I break down why these boats stand out for safety, value and offshore potential—and what I’d watch for before buying any “cheap” bluewater dream. 00:00 Intro 00:31 Allied Seawind II 02:44 Westsail 32 04:55 Tayana 37 07:26 Pacific Seacraft 34 10:11 Hans Christian 33 12:41 Ending

In this video I share the only 7 sailboats I believe truly survive 30+ years in saltwater without falling apart. I break down what makes them last, why most boats don’t, and which old-school designs I’d still trust today if I wanted strength, simplicity and real long-term value. 00:00 Intro 00:41 Hallberg-Rassy 352 02:41 Island Packet 35 04:50 Amel Super Maramu 06:42 Pacific Seacraft Dana 24 08:21 Hinckley Sou'wester 42 09:50 Valiant 42 11:24 Westsail 32 12:57 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I share 5 sailboats I’d trust solo at sea when staying alive matters more than speed, hype or comfort. I break down the designs, safety traits and offshore strengths that make these boats stand out—and what I’d still check before trusting any hull with my life. 00:00 Intro 00:35 Flicka 20 02:31 Cape Dory 28 04:20 Contessa 32 06:58 Westsail 32 09:08 Alberg 30 11:40 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I share my top 5 best-value bluewater sailboats for 2026. I break down which boats give you the smartest mix of offshore ability, comfort and real-world affordability—plus the hidden trade-offs I’d watch before calling any “cheap” cruiser a true bargain. 00:00 Intro 00:50 Pacific Seacraft 34 04:16 Island Packet 35 07:40 Hallberg-Rassy 40 09:56 Contest 50CS 12:25 Amel 50 14:13 Ending

In this video I share 10 items that can literally save your boat—and possibly your life—when things go wrong on the water. I break down the gear I’d never go without, why each one matters, and how the right equipment can turn a disaster into a survivable problem fast. 00:00 Intro 00:39 Life Jackets (PFDs) with Harnesses 01:44 Fire Extinguishers 02:51 Visual Distress Signals (Flares) 04:01 Emergency Position Indicating Radio Beacon (EPIRB) 05:20 Bilge Pump (Electric + Manual Backup) 06:31 Handheld VHF Radio (Waterproof) 07:40 Rigging Knife / Safety Knife 08:49 Automatic Identification System (AIS) Transponder 10:03 First Aid Kit (Offshore Rated) 11:13 Reliable Ground Tackle 12:15 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I explain why, in some cases, it can feel cheaper to “delete your info” and walk away than to salvage a damaged Florida yacht. I break down storage, legal headaches, insurance gaps and brutal recovery costs—and why these boats can turn into financial traps fast. 00:00 - Intro 01:00 - The $15,000 "Disposal Wall": The Death of Resale 02:55 - The Sand Key "Ghost" Loophole: Anonymous Abandonment 04:40 - Salvage vs. Recovery: The Predator Towing Industry 06:35 - The "Hurricane Hole" Trap: Where Dreams Go to Rot 08:32 - The Registration Crackdown: The "Move or Die" Law 11:03 - Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I share 5 sailboats I believe can bankrupt you even if the boat itself is free. I break down the hidden costs, nightmare repairs, rotten decks, engine disasters and upgrade traps that turn a “cheap dream” into a floating financial disaster almost overnight. 00:00 Intro 00:39 C&C 34 (The “Mushy Deck” Trap) 03:07 Hunter 30 (The “Rotten Core” Trap) 05:26 Ericson 38 (The “Diesel Disaster” Trap) 07:41 Formosa 41 (The “Insurance Nightmare” Trap) 09:48 Pearson 30 (The “Disposal Wall” Trap) 12:09 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I explain the terrifying reason the Pacific is full of ghost ships. I break down storms, failures, abandoned vessels and the eerie chain of events that leaves boats drifting for years—plus what these silent hulls reveal about life, risk and survival at sea. 00:00 Intro 00:44 Sulu Sea Pirates: The Hidden Hijackings 02:36 The Repair Trap: Why Owners Walk Away 04:24 Sea Madness: Mental Collapse at Sea 06:36 The Insurance Scuttle: Fraud in the Void 08:46 Zombie Fiberglass: Hulls That Won't Sink 11:44 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I talk about the catamaran problem nobody really wants to admit. I break down the trade-offs in cost, motion, docking, loading and heavy-weather behavior—and why so many experienced sailors still choose monohulls when comfort, simplicity and real offshore confidence matter most. 00:00 Intro 00:30 The Comfort Myth 03:12 The Hidden Cost 05:56 Marina Struggles 08:26 Heavy Weather Truth 11:08 Lost Sailing Feel 12:51 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I explain why sailboat-to-trawler conversions almost never work out the way people hope. I break down the hidden costs, layout compromises, performance problems and costly surprises—and why a “cheap conversion” can become a floating regret very fast. 0:00 - Intro 0:38 - The Legend of Zelda: Breath of the Wild 1:56 - Super Mario Odyssey 3:23 - Mario Kart 8 Deluxe 4:51 - Super Smash Bros. Ultimate 6:18 - Kirby and the Forgotten Land 7:46 - Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I share 5 budget-friendly boats that can actually help you escape the rent trap and live small without giving up freedom. I break down comfort, cost, livability and hidden trade-offs—so you can see which floating tiny homes make sense, and which ones don’t. 00:00 Intro 00:22 Westerly Centaur 02:07 Fisher 25 03:48 MacGregor 26X 06:30 Flicka 20 09:02 Albin Vega 27 11:50 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.

In this video I tour 10 luxury sailing yachts currently for sale that truly stand out for beauty, comfort and serious bluewater potential. I break down the layouts, features and price-level appeal—and share which ones I’d dream about owning if money were no object. 00:00 Intro 00:38 Amel 60 01:37 Contest 67CS 02:34 Garcia Exploration 60 03:32 CNB 76 04:26 Hallberg-Rassy 69 05:17 Baltic 67 Performance Cruiser 06:23 Oyster 885 07:18 Southern Wind 105 08:15 Nautor Swan 115 09:09 Perini Navi 50M 10:08 Ending Copyright Disclaimer This video may include copyrighted material used under the “fair use” principle for educational and informational purposes. Such use aims to provide commentary, analysis, or added value in compliance with Section 107 of U.S. Copyright Law. If you believe that your copyrighted work has been used improperly, please contact me directly before pursuing any formal action. Your understanding and cooperation are appreciated.