Think you're sailing free? Think again. The law follows you onto the water, often in ways you never expected. Many sailors break maritime laws without even realizing it, facing fines, denied insurance claims, or worse. Ignorance isn't an excuse when the Coast Guard comes knocking. In this video, we uncover 10 sneaky sailing laws you might be breaking right now. From fundamental rules like maintaining a proper look-out and understanding COLREGs to the complexities of international check-ins, firearm restrictions, and insurance limitations, we cover the hidden legal traps that catch sailors off guard. TIMESTAMPS / CHAPTERS: 00:00 - Intro 00:34 - 1. Failing to Maintain a Proper Look-Out 02:45 - 2. Violating Collision Rules (COLREGs) 05:00 - 3. Not Checking Into a Country Properly 07:20 - 4. Exceeding the Limits of Your License 09:47 - 5. Carrying Firearms or Restricted Weapons 12:15 - 6. Carrying or Being Near Illegal Substances 14:48 - 7. Violating Discharge/Pollution Laws 17:17 - 8. Anchoring in Restricted or Protected Areas 19:46 - 9. Assuming Insurance Covers You Everywhere 22:15 - 10. Ignoring Flag State Rules or Registration 24:53 - Outro Are you unknowingly breaking any of these rules? Share your thoughts or experiences in the comments below! If you found this information valuable, please hit the LIKE button and SUBSCRIBE for more essential sailing knowledge. #Sailing #MaritimeLaw #BoatLife

I’ve been watching listings collapse—and the used sailboat market in 2025 is brutal. In this video, I expose why prices are tanking, what sellers are facing, and how buyers might actually benefit (if they’re brave). 00:00 Intro 00:44 Oversupply and Stagnant Listings 02:33 Price Drops and Fire Sales 04:25 Buyer Hesitation and Changing Priorities 06:34 The Broker’s Dilemma 08:57 What This Means for Buyers and Sellers in 2025 11:25 Ending Some footages from: @NoRegretsLifestyle @RealBoats @sailingsole @GrabauInternational

When it comes to budget sailboats, the MacGregor 25 isn't just an option—it's a legend. For sailors who want real adventure without the real debt, this humble trailer-sailer delivers in ways few other boats can. In this video, we break down the five key reasons why the MacGregor 25 is arguably the best budget sailboat you can buy. From its surprising capability on the water to the incredible freedom its trailerability offers, we explore what makes this pocket cruiser a favorite among first-time buyers, DIYers, and anyone looking to escape the high costs of marina life. 5 Reasons the MacGregor 25 Is a Budget Boating Game-Changer: 00:00 - Intro 00:44 - Affordability Without Sacrificing Capability 02:53 - Trailerability and Easy Storage 05:15 - Spacious Cabin for Its Size 07:44 - Simple Systems, Low Maintenance 10:23 - Proven Track Record and Strong Community Support 12:54 - Ending Have you ever owned or sailed a MacGregor 25? Share your experience in the comments below! If you're ready for adventure on a budget, hit the LIKE button and SUBSCRIBE for more. #MacGregor25 #SailingOnABudget #sailboat @sailboatguide @chriscarpenter5860 @corsair707 ​@SailingwithTheCuscus @AffinitiYacht @AdamastorHansome @Popyachts @phiquest @doktathunda

I searched old marinas, listings, and sailor forums to find 5 bluewater sailboats under $20K that still keep crossing oceans. These classics are simple, strong, and proven to outlast most modern builds. In this video, I show the boats that just won’t quit. 00:00 Intro 00:43 Albin Vega 27 02:58 Contessa 26 05:20 Cape Dory 27 07:41 Westsail 28 10:03 Pearson Triton 28 12:11 Ending Some footages from: @mjcooke2sailingmostly @AlbinVega-s5u @JohnnyBareToes1 @indigoyachting2054 @sailboatguide @boatshedboats @Popyachts @Westsail28 @WillCollette @yachtsnetsales

The boat market is CRASHING, and nobody saw it coming this fast. Prices are plummeting, inventory is soaring, and sellers are getting desperate. Boats that sold overnight are now sitting for months, and the entire industry is feeling the pressure. In this video, we break down the FIVE key factors driving this market collapse. Drawing from years of experience on the water, I'll explain the backlash from the recent buying frenzy, how high interest rates are killing deals, and why "boater's regret" is flooding the market with inventory. This is the reality check every potential buyer and seller needs to hear right now. TIMESTAMPS / CHAPTERS: 00:00 - Intro 00:50 - 1. The Buying Frenzy Backlash 02:51 - 2. High Interest Rates Killing Financing 04:57 - 3. Owners Desperate to Sell Before Winter 06:47 - 4. The Hidden Costs of Boat Ownership 08:30 - 5. Inventory Surplus & Boater Regret 10:29 - Outro Are you seeing this in your local marina? Are you a buyer looking for a deal, or a seller feeling the pressure? Let us know in the comments! If you found this analysis helpful, be sure to hit the LIKE button and SUBSCRIBE for more real-world insights from the water. #BoatMarket #Sailing #BoatLife

Heading into retirement and dreaming of more time on the water? You're in the right place. This is the chapter for sailing with more comfort, less hassle, and all the freedom the sea has to offer. In this video, we're counting down 10 of the best sailboats for retired sailors. These are proven, capable boats that are easy to manage, comfortable to live on, and perfect for those who want to keep chasing the wind without all the heavy lifting. TIMESTAMPS / CHAPTERS: 00:00 - Intro 00:46 - 1. Catalina 30 01:51 - 2. Nonsuch 30 02:54 - 3. Ericson 32-3 04:03 - 4. Pearson 33 05:12 - 5. J/32 06:20 - 6. Harbor 20 07:23 - 7. Catalina 38 08:27 - 8. Island Packet 31 09:32 - 9. Hunter 33 10:43 - 10. Sabre 34 11:53 - Outro Have you sailed one of these classics, or is one on your dream list? Share your story in the comments below! If you're ready for your next adventure on the water, be sure to hit the LIKE button and SUBSCRIBE. #Sailing #Retirement #BoatLife

Just because the calendar says you're over sixty doesn't mean your sailing days are behind you. For many men, this is when the real adventure of solo sailing begins. But choosing the right boat—one that's dependable, comfortable, and easy to manage—makes all the difference. This video is your guide to 20 of the best sailboats for men over 60 who want to sail solo. Whether you're dreaming of coastal cruising, living aboard, or crossing oceans on your own terms, these are the boats that will get you there safely and in comfort. TIMESTAMPS / CHAPTERS: 00:00 - Intro 00:43 - 1. Flicka 20 01:50 - 2. Nonsuch 26 02:56 - 3. Ericson 32-3 03:58 - 4. Tufglass 33 05:05 - 5. Heavenly Twins Catamaran 06:13 - 6. Pearson 424 07:16 - 7. Allied 36 Ketch 08:20 - 8. Challenger 32 09:18 - 9. Albin Viggen 10:22 - 10. Magnifik Midget 11:29 - 11. Cape Dory 28 12:31 - 12. Triton 13:37 - 13. Alberg 30 14:45 - 14. Sea Sprite 28 15:48 - 15. Oceanic 30 Catamaran 16:57 - 16. Dana 24 18:01 - 17. Vancouver 27 19:11 - 18. Contessa 26 20:15 - 19. Pacific Seacraft Orion 27 21:23 - 20. Com-Pac 23 22:29 - Ending Which of these boats would be your perfect solo sailing companion? Let us know in the comments! If you're ready for your next adventure, give this video a LIKE and SUBSCRIBE for more. #SoloSailing #SailingAfter60 #BoatLife

I’ve always loved boats—but owning one taught me some hard lessons. In this video, I break down the real costs, hidden maintenance, and constant repairs that come with boat life. If you’ve ever dreamed of buying a boat, you’ll want to hear this before you do. 00:00 Intro 00:56 Maintenance Never Ends 03:23 It Costs More Than You Think 05:52 Living Space Is... Really Small 07:41 Boats Break at the Worst Time 09:35 Romantic Notions Fade—Reality Kicks In 11:36 Ending Some footages from: @svakia7887 @saltwaterfishinguniversity @AQUAHOLIC @ExploringAlternatives @IdyllicDreams @HarborYacht @BeauAndBrandy

Think you're too old to start sailing? Think again. This video is for every man who's ever thought, "Maybe it's too late to chase the wind." The sea doesn't care if you're sixty or sixteen—it just asks that you show up. Sailing later in life isn't a setback; it's an opportunity. In this video, we explore why starting to sail after 60 can be the most rewarding adventure yet. We'll discuss how life experience, wisdom, and a patient mindset are your greatest assets on the water. Topics Covered in This Video 00:00 - Intro 00:24 - A Late Start Still Counts 01:31 - Risk and Reward After Sixty 02:41 - Letting Go of Fear 03:49 - Staying Fit to Sail 04:57 - Boats That Fit Your Age 06:14 - Solo or Crew After Sixty 07:20 - Mental Peace at Sea 08:23 - Finding Friends Afloat 09:29 - Wisdom Makes Better Sailors 10:35 - Sail Now, Not Someday 11:37 - Ending Whether you're planning your first sailing course or are already out on the water, this is your reminder that the adventure is just beginning. Share your own story or questions in the comments below! If this message resonates with you, give it a LIKE and SUBSCRIBE. #Sailing #Retirement #nevertoolate Some fotage From: @IgorStropnik @SailingBeaver @18thhoursailing @SampsonBoatCo @DrakenHH @sailingami @CDRAdventures @dreadheadsailing @sv_dehlight

Sailing solo isn’t just about courage—it’s about mastering systems, balance, and constant awareness. In this video, I break down the real technical challenges of crossing oceans alone: autopilot setup, sleep management, navigation, and staying safe when no one else is there. 00:00 Intro 01:06 Navigation and Watchkeeping Without a Crew 03:30 Sleep Management on Long Passages 05:48 Redundancy in Critical Systems 07:58 Deck Safety and Emergency Preparedness 10:11 Manoeuvring and Docking Without Help 11:47 Ending Some footages from: @samholmessailing @GreatBigStory @ThisBlueLife @AlluringArctic @marineismylife8602 @WAGOCORP @PowerboatTraining @boatinglessons @saltwaterfishinguniversity @RentalBoatSafetyTube

Think you're too old to start sailing? Think again. This video is for every man who's ever thought, "Maybe it's too late to chase the wind." The sea doesn't care if you're sixty or sixteen—it just asks that you show up. Sailing later in life isn't a setback; it's an opportunity. In this video, we explore why starting to sail after 60 can be the most rewarding adventure yet. We'll discuss how life experience, wisdom, and a patient mindset are your greatest assets on the water. Topics Covered in This Video 00:00 - Intro 00:24 - A Late Start Still Counts 01:31 - Risk and Reward After Sixty 02:41 - Letting Go of Fear 03:49 - Staying Fit to Sail 04:57 - Boats That Fit Your Age 06:14 - Solo or Crew After Sixty 07:20 - Mental Peace at Sea 08:23 - Finding Friends Afloat 09:29 - Wisdom Makes Better Sailors 10:35 - Sail Now, Not Someday 11:37 - Ending Whether you're planning your first sailing course or are already out on the water, this is your reminder that the adventure is just beginning. Share your own story or questions in the comments below! If this message resonates with you, give it a LIKE and SUBSCRIBE. #Sailing #Retirement #NeverTooLate

After years on the water, I’ve seen both sides of sailing—the joy and the grind. In this video, I dive into the real question: is sailing still the freeing adventure it once was, or has it become an expensive, maintenance-heavy job? Here’s my honest take. 00:00 Intro 01:00 The Joy of the Sail vs. The Chore List 03:01 Costs Creep Up—And So Does Stress 05:08 Why So Serious? The Pressure to 'Upgrade Everything' 06:44 When Fun Becomes Fatigue 08:04 Rediscovering the Fun 10:28 Ending Some footages from: @SailingOneLife @CadohaAdventures @ExploringAlternatives @naturalyachts-zeroemission8944

Are you really ready for bluewater cruising? It's a question every coastal sailor eventually asks. The jump from sailing near shore to crossing oceans is about more than just distance—it's a fundamental shift in mindset, gear, and preparation. In this video, we break down the critical differences between coastal cruising and true offshore sailing. We explore why self-reliance and mental readiness are just as important as the boat you sail. This is your essential reality check before you cast off for the big horizon. Topics Covered in This Video: 00:00 - Intro 00:47 - Distance vs. Mindset 02:57 - Bluewater Gear Must-Haves 05:26 - Weather Planning Differences 07:14 - Boat & Crew Readiness 09:06 - Romance vs. Reality 11:34 - Ending Whether you're planning your first passage or just dreaming of the horizon, this video is for you. Share your thoughts, stories, or questions in the comments below! If you found this helpful, give it a LIKE and SUBSCRIBE for more real-world sailing advice. #Sailing #BluewaterSailing #offshoresailing Some Fotage From: @SailingIntoOblivion @Hallberg-Rassy @westsailtortuga3179 @RiggingDoctor @yachtingworld @LehtoriNurmio @SailingSunday

Are you really ready for bluewater cruising? It's a question every coastal sailor eventually asks. The jump from sailing near shore to crossing oceans is about more than just distance—it's a fundamental shift in mindset, gear, and preparation. In this video, we break down the critical differences between coastal cruising and true offshore sailing. We explore why self-reliance and mental readiness are just as important as the boat you sail. This is your essential reality check before you cast off for the big horizon. Topics Covered in This Video: 00:00 - Intro 00:47 - Distance vs. Mindset 02:57 - Bluewater Gear Must-Haves 05:26 - Weather Planning Differences 07:14 - Boat & Crew Readiness 09:06 - Romance vs. Reality 11:34 - Ending Whether you're planning your first passage or just dreaming of the horizon, this video is for you. Share your thoughts, stories, or questions in the comments below! If you found this helpful, give it a LIKE and SUBSCRIBE for more real-world sailing advice. #Sailing #BluewaterSailing #OffshoreSailing

As an Amazon Associate I earn from qualifying purchases. This video contains affiliate links. If you use these links to buy something, I may earn a commission at no extra cost to you. ► PRODUCTS MENTIONED IN THIS VIDEO: 1 – Spinlock Deckvest LITE Plus: https://amzn.to/4lTM8o8 2 – ACR RESQLINK AIS PLB-450: https://amzn.to/4mxz4pB 3 – HOTO Electric Screwdriver: https://amzn.to/3Jp4mAi 4 – Compact Hand Bilge Pump: https://amzn.to/41RXdi4 5 – Sailrite Ultrafeed LSZ-1 Sewing Machine: https://amzn.to/3Jx7R7F 6 – Camillus Marlinspike Folding Knife: https://amzn.to/4fWygbc 7 – Fenix HM65R Headlamp: https://amzn.to/4mU25eB 8 – ACR GlobalFix V5 EPIRB: https://amzn.to/4lMm665 9 – Flir One Edge Pro Thermal Camera: https://amzn.to/4oSgDxf 10 – Steiner Navigator Pro 7x50 Binoculars: https://amzn.to/3VfND4P Ready to cross oceans? In this video, we're diving into five of the best world-cruising monohulls on the market—boats built for serious adventure, comfort, and self-sufficiency at sea. These are my top picks for solid, capable sailboats I’d take offshore without blinking. From the legendary offshore comfort of the Amel 60 and Hallberg-Rassy 50 to the modern performance and style of the Hanse 460, these are the boats that stand out for long-range, liveaboard cruising. My Top 5 World Cruising Monohulls: 00:00 - Intro 00:32 - Dufour 530 02:16 - Amel 60 04:47 - Hallberg Rassy 50 06:56 - Oyster 495 09:12 - Hanse 460 11:20 - Ending Which of these world-class cruisers would be your pick for a trip around the world? Drop your favorite in the comments below! If you enjoyed this video, give it a LIKE and SUBSCRIBE for more boat talk and life on the water. #Sailing #ExplorerYacht #Adventure

Some boats earn a legendary status for good reason. In this video, I highlight 5 iconic sailboats around 30 feet that combine seaworthiness, smart design, and proven track records—perfect for serious cruising or weekend adventures without breaking the bank.

00:00 Intro
00:45 Beneteau First 310
02:55 Tartan 30
05:11 Catalina 27
07:29 Pearson 30
09:46 Hunter 30
12:07 Ending

Some footages from:

@NybswanseaCoUk
@sailboatguide
@Livingonaboat
@TheDesertSailor
@brynoknows
@Popyachts
@sealionyachts893

Think you need a massive yacht to live the dream on the water? Bigger isn't always better. Many of the most rewarding adventures happen on compact, capable sailboats that are affordable, easy to handle, and surprisingly comfortable. In this video, we're sharing our list of 20 of the best compact sailboats (mostly under 35 feet) that you can comfortably live on. These are proven designs, from legendary bluewater bruisers like the Westsail 32 to surprisingly roomy coastal cruisers like the Catalina 30. Each of these boats proves you don’t need fifty feet of fiberglass to find freedom and a home afloat. The 20 Best Compact Liveaboard Sailboats 00:00 - Intro 00:58 - Westsail 32 02:02 - Island Packet 31 03:06 - Contessa 32 04:14 - Albin Vega 27 05:19 - Cape Dory 30 06:27 - Pearson 323 07:37 - Tartan 30 08:45 - Catalina 30 09:56 - Alberg 30 11:06 - Flicka 20 12:14 - Bristol 29.9 13:05 - Ericson 32-2 14:03 - Hunter 33 Cherubini 14:57 - Morgan Out Island 33 15:55 - Niagara 35 16:56 - Hallberg-Rassy 31 Monsun 17:50 - Nicholson 32 18:43 - Sabre 34 19:40 - Beneteau First 30 20:36 - Pacific Seacraft 31 21:34 - Ending Which of these compact legends would you choose for your floating home? Drop a comment below! If you enjoyed this roundup, don’t forget to LIKE and SUBSCRIBE for more.

Sailing around the world takes the right boat. I’ve looked at space, safety, and reliability to find the 5 catamarans that truly stand out. In this video, I reveal which models are perfect for full-time cruising and why they’re trusted by serious sailors worldwide. 00:00 Intro 00:26 Seawind 1600 02:51 Lagoon 51 05:22 Balance 526 07:40 Portofino 52 09:58 Outremer 55 12:14 Ending Some footages from: @SeawindCatamarans @MultihullCentral1 @MotorPowerForce @Multihullcompany @RapideYachtGroup-zt9pb @multihull @RossiNaviYachts @katamaranscom

Forget palm trees and umbrella drinks. This is for the sailors who dream of glaciers, rugged coastlines, and the wild, remote corners of our planet. Explorer sailboats are a breed apart, built to handle extreme weather, isolation, and keep their crew safe and self-sufficient for months off-grid. In this video, we dive into 10 of the most capable explorer sailboats on the market—vessels designed to take you to the ends of the Earth and back. We're talking rugged aluminum hulls, lifting keels for shallow anchorages, protected cockpits, and the systems required for true high-latitude adventure. The 10 Expedition Sailboats That Can Go Anywhere: 00:00 - Intro 00:45 - Boreal 47.2 01:49 - Pelagic 77 03:02 - Viator Explorer 42DS 04:18 - Vaan R5 05:26 - Bestevaer 42 S/Y 06:34 - Garcia Exploration 45 07:46 - Explocat 52 08:58 - Explocat 52 10:05 - Allures 51.9 11:19 - OVNI 450 12:29 - Ending Which of these expedition machines would you take into the wild? Let us know in the comments! If you enjoyed this breakdown, hit the LIKE button and SUBSCRIBE for more deep dives into serious sailing. #Sailing #ExplorerYacht #Adventure

I’ve spent years scouting affordable ocean-ready sailboats, and these 10 surprise with performance you wouldn’t expect at their price. In this video, I break down what makes each one seaworthy, what to watch out for, and why they’re hidden gems for bluewater dreams. 00:00 Intro 00:32 Westsail 32 01:39 Allied Seawind 30 02:45 Albin Vega 27 03:58 Pearson Triton 28 05:03 Tayana 37 06:14 Hans Christian 33 07:21 Cape Dory 30 08:28 Southern Cross 31 09:35 Islander 36 10:44 Dufour 35 11:55 Ending