Wooing the Spouse
He read her the cruising yarns aloud. Three days offshore, she was on the sole of the head, praying for a sleep that never fully arrived.
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Cheapskates, Boat Bums, Bilge Bunnies, Waspafarians, & Other Sailing Friends
Cap’n Fatty spins tales of Don Street, Les Anderson, and other unforgettable Caribbean sailing characters — plus a lifetime of cheap tricks for sailing on no money at all.
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Make Boat Go
Make boat go mindset explained for sailors. Learn simple, practical sailing tips to get your boat moving with confidence.
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Circumnavigating on the Pennies that Scotsmen Throw Away
I don’t know much about the global economy or tariffs—but I’m a wealth of knowledge on how to sail around the world repeatedly on the pennies that Scotsmen throw away
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Watch this! Tech Obsession and Moral Bankruptcy
Ever wondered what it’s like to own the latest Apple Watch Ultra 2? Join us on a (slightly exaggerated) journey through its features, from mastering culinary calculations on its “state-of-the-art” calculator to finding the best “windows” for relaxation through the revamped weather app. We’ll explore the watch’s potential (both real and imagined) for various activities, from yacht racing to, well, “borrowing” your daughter’s maid for a quick “jog” to boost your fitness stats. Buckle up for a fun and lighthearted look at the Ultra 2, with a pinch of satire sprinkled in for good measure.
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Anchored in Humor: Boat Names to Make You Laugh and Tips for Choosing Your Own
Choosing a boat name can be overwhelming. Our guide will help you find the perfect name for your vessel that reflects your personality and style. Read more here.
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The Perils of Boat Naming: A Cautionary Tale
Get ready to chuckle with our latest article on the funny mishaps of cruising life in the Caribbean. Laughter is the best medicine, after all!
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A Portal Into Hell
Ganesh, our 1981 43-foot Wauquiez ketch, is a very commodious, very livable cruising vessel. Even better, her comfy aft cabin is a bit of a Tardis—bigger on the inside than the outside. Few sailing vessels under 55 feet LOA sport such a posh aft cabin.
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Is the Boat My Victim—Or am I It’s?
I’m a positive thinker and an upbeat kinda sailor who love boats and has made his living singing their praises… but, of course, this is really just a matter of demented perspective. The case could just as easily be made that these boats have ruined my life, made me unemployable, driven me to drink, and kept me penniless.
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Sailing with Charlie: Making Memories. Tips for Captains & Crew
Make a mark, receive great reviews (and tips) and remember – It’s all about making memories.
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How to Swear Like a Sailor
Do you have a rag boat or a stink pot? Are you a dirt dweller or a sea gypsy? A landlubber or a swabbie?
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Sailing with Charlie: Cruising in the Time of Covid
Cruising is a lifestyle that enables you to be independent – providing you have sufficient supplies and spares – for months at a time
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Sailing with Charlie: Teach a Man to Fish
If you give a man a fish you feed him for a day. If you teach a man to fish, he’ll go out on a boat and drink beer all day
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Best Location in the World for Water Sports
The Caribbean is the best location in the world to partake in water sports; the water is warm, gentle breezes waft through the atmosphere, the turquoise star-spangled rippling
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Sailing with Charlie: Play With Yourself
Limericks. What fun! They can be clever, naughty or topical and should give the listener or reader a smile or even a good belly laugh.
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Sailing with Charlie: Immerse Yourself into Another World
Most lifestyles don’t offer the opportunity for you to immerse yourself into another world, except in the movies
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Cap’n Fatty’s Opti-Mistic Report – In Praise of the Optimist Sailing Program
Luckily, my granddaughter Sokú Orion Goodlander came to my rescue—by signing up for the Optimist sailing program at our local yacht club
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Sailing with Charlie: Boating & The Golden Years
Sixty-five is the normal retirement age – the rest of your life is popularly known as the Golden Years. Spend it right and sail the Caribbean
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Every Time you go Sailing something is Likely to go Wrong
Every time you go sailing something is likely to go wrong, break, get jammed, cease working. It might even be a stubbed toe
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Sailing with Charlie: Sailors and Congenial Hosts
By mid-October, charter boats will be preparing for what will likely be a very busy season. It’s time for locals to step as sailors
