SAIL.SailMagazine

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.