How a Racer Learned to Cruise
After working together at SAIL for two years, my coworker Christa asked me if I’d teach her to sail. Having never “learned” how to sail with either a coach or in a classroom, though, I knew my limitations as a teacher.
After working together at SAIL for two years, my coworker Christa asked me if I’d teach her to sail. Having never “learned” how to sail with either a coach or in a classroom, though, I knew my limitations as a teacher.
From my vantage point aboard a Cal 31 sloop sailing out of Southwest Harbor, the cottages look more like castles, with immaculate grounds atop pink granite cliffs that drop into the chilly Maine waters below. The day couldn’t be more perfect for sailing
Enjoyed our stories on chartering in the South Pacific? Learn more about where to go and how to get there. The South Pacific enjoys a tropical climate year-round. From May to October the weather is cooler and drier, with temperatures in the high 70s; November to April is hurricane season.
Australia’s Whitsunday Islands, on the edge of the Great Barrier Reef just off the Queensland coast, are one of those “bucket list” destinations, known far and wide for great snorkeling, great sailing and some of the best beaches in the world.
In September, SAIL editors Meredith Laitos and Lindsey Silken caught the last breath of summer on opposite coasts of the country. Though Labor Day marks the end of the season for many a northern sailor, these late-season charters revealed just how much they’re missing out on.
Eskimos, according to urban legend, have 32 words for snow. Or perhaps it’s nine, or 15. No matter. Tongans must have at least that many words for the color blue.
Yearning to get away this winter on a Caribbean charter? You still have a week to win SAIL’s Great Escape contest: a free weeklong charter in St. Vincent and the Grenadines with TMM Yacht Charters.
The thumbnail moon was below the horizon, making it tough to see the dust devils rising through the holes in the floor of the rusty Ford Econoline van as we careened down the bumpiest dirt road I’ve ever travelled.
The first time I met Julian Putley, I brought him a pair of shoes. We were shooting a video on bareboat sailing, and Julian’s boss didn’t want him to be barefoot on screen. “I’ll only wear these once,” he laughed when he saw them.
Every year, the Annapolis Sailboat Show checks the pulse of the charter industry, gauging what’s remaining, what’s changing and what’s making heads turn. This year, the charter docks were abuzz with sailors booking their annual vacations in their favorite sailing destinations.

Chartering paves the way for a couple’s cruising dream.

“How far from my pulpit to the wall?”

Is single sideband radio still relevant in today’s Starlink world?

With fresh thinking and some risk taking, Lagoon creates a worthy successor to an immensely popular model.

In 2001, SAIL’s then executive editor, Charles Mason, awarded Garry Hoyt the magazine’s Industry Award for Leadership, noting his “insatiable desire to make sailing simpler,”

Whether you prefer digital or old school, charts do a great job of getting you where you need to go, and satellite images can provide

Adding low friction rings to your boat’s rigging repertoire can be a lighter, more affordable alternative to line management.

The winner of the CCA’s seamanship medal says that accepting the new reality during a sinking situation is critical to safety.

In love with wooden boats from the start, he found a unique Alden design that continues to fulfill his sailing dreams.

Skinny water and all, a shoulder-season charter in Belize makes for a great escape.