Ryan Craig

Set Sail on the Retirement of a Lifetime Imagine swapping your morning commute for a sunrise over the water, your backyard for a coral reef, and your mortgage for the gentle sway of a sailboat. For many adventurous retirees in the U.S. and Canada, this dream is their new reality. Retiring on a sailboat might … Read more

Small price. Big difference. Every sailor’s dream combo. Whether you’re a salty coastal cruiser or a weekend day sailor, the right gear can make your boat feel twice as smart (and your life aboard twice as easy). You don’t have to drop a fortune to make sailing smoother, safer, and more comfortable — in fact, … Read more

Buying your first sailboat feels a lot like falling in love — thrilling, impulsive, and occasionally expensive. Looking back now, I wish someone had handed me a salty cheat sheet before I handed over the check. So here it is: ten things I wish I knew before buying my first boat, written for anyone in … Read more

Walk down any dock in the U.S. or Canada, and you’ll hear it: “Powerboating’s easier!”“Sailing’s real boating!” The debate has been going on for decades — loud, friendly, and fueled by equal parts pride and rum punch. So, is powerboating actually easier, or are sailors just making it look hard on purpose? Let’s hoist the … Read more

There was a time when the local yacht club was the social heartbeat of summer.Picture it: crisp white polos, rum punches on the deck, kids learning to tack while parents compared teak varnish recipes. Back then, a yacht club burgee fluttering in the wind meant you’d made it — not because you were rich, but … Read more

Ghost boats, lost dreams, and a fiberglass problem no one wants to talk about. When a Dream Boat Becomes a Nightmare If you’ve ever wandered past a marina and seen a half-sunk sailboat with seagulls perched on its boom, you’ve probably thought: “Who just leaves a boat like that?” Turns out — a lot of … Read more

If you’ve ever tried to explain sailing to a powerboater and watched their eyes glaze over halfway through “weather helm,” you’re not alone. Sailors and powerboaters may share the same waters, but we live in completely different universes. Sailing isn’t just transportation — it’s a mindset, a lifestyle, and occasionally, a form of group therapy. … Read more

There’s something quietly powerful about a 25-foot boat. She doesn’t dominate the marina or make your dock neighbors jealous — but she’ll take you just as far, maybe even farther, because she’s yours. In a world where boat shows keep getting flashier and every glossy ad seems to feature a 50-footer with twin helms and … Read more

If you’ve spent any time around a marina, you know that sailors love to argue about which boat is the “best.” But when we talk about the most influential and beloved sailboats ever made in North America, the debate gets a little easier. From dinghies that launched a million sailors to ocean-crossing cruisers that changed … Read more