So You’ve Been Invited Sailing: Boat Guests Do’s and Don’ts.

Somebody invited you sailing. Congratulations, and also, condolences, because you are about to learn that “a nice relaxing day on the water” is one of the great lies of modern hospitality. It can absolutely be relaxing. It can also turn into a floating classroom where you are graded in real time on whether you understand … Read more

10 Sailboat Brands with Horrible Reputations

There’s a special kind of silence that falls over a group of old salts when somebody pulls into the anchorage on one of *these* boats. You know the silence. It’s not rude. It’s the silence of people choosing their words carefully. The silence of a man who once did a survey on one of those … Read more

The Hard Truth About Doing It All

Owning a sailboat is a dream for many people—but the reality behind the dream often surprises new owners. In a new book, The Four Seasons of Boat Maintenance, marine professional Christopher Birch, the article explores one of the most common questions boat owners ask: Where can I cut back on maintenance? After four decades working … Read more

15 Famous Celebrities Who Loved to Sail

Sailing has always attracted a certain kind of person. It requires patience, independence, and a willingness to face the unpredictable power of the sea. Over the years, some very famous people have fallen deeply in love with sailing—actors, musicians, billionaires, kings, and even presidents. For many of them, sailing wasn’t just a hobby. It was … Read more

Survey or Skip? Should You Get a Boat Survey on an Old Sailboat?

You find a sailboat for sale. It’s 30 or 40 years old. The pictures look great, the teak is glowing, and the owner assures you, “She’s solid.” The asking price is only $10,000. You start imagining yourself sailing it. Then someone says, “You should get a survey before you buy it.” Suddenly you’re wondering why … Read more

The Attack Against Affordable Boating and Liveaboards

For decades, boating in America had two very different faces. There was the polished yacht club version — manicured docks, six-figure boats, gated marinas, and waterfront condos with wine glasses clinking at sunset. And then there was the other side. The quiet anchorages. The older sailboats with faded gelcoat and mismatched sails. The couple living … Read more

The Top 15 Best Sailing Youtube Channels

Sailing YouTube has quietly become the modern waterfront bar where we all hang out. Some channels are pure bluewater adventure. Some are boatyard sweat and fiberglass dust. Some feel like sunset cockpit conversations after a long reach offshore. And whether you’re dreaming from your couch, restoring an old fiberglass classic in your driveway, or already … Read more