Editor’s note: Dave and Debbie Clasen and the crew of Windemon won the SW Coaching Contest in which they received two free days of coaching from Tony Rey. For more on the contest, see the Windemon ...

NEWPORT, R.I. — “Good choice! You stole some wind,” the screen read on the race simulator at The Sailing Museum. “Woo-hoo!” hooted participant (and non-sailor) Paul Kelley of Marstons Mills, as he ...

Ever looked at the sailboats dotting a harbor somewhere dreamy and thought, “Geez, that looks nice.” We’ve had some serious yacht envy in Nantucket, chugging into the harbor on the ferry as a gleaming ...

It’s easy to overcomplicate sailing because it can be a pretty complex sport if you want it to be. Buying fast sailboats is obviously a fool proof method for increasing your speed, but what if you don ...

Captain Glenn Shephard from Below Deck Sailing Yacht revealed one of the biggest differences.“On a sail yacht, the journey is the destination,” he explains in an Instagram clip. “Whereas on a motor ...