SAIL.SailMagazine

Thanks to the unusual nature of my job—I give thanks frequently—I’ve sailed on a lot of charterboats with (often) people I’d never met before in (sometimes) unusual weather patterns. It’s not unusual, however, that many of these boats have been catamarans, given the proliferation of cats in charter fleets worldwide. So I can claim a certain authority in saying that, in many circumstances in
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It’s been a while since I sailed out of St. Vincent—the “mainland” to the eight inhabited (three by resorts) islands of the Grenadines, plus the Tobago Cays—so I was happy to be invited on a press trip there, especially one that included two days of sailing. It’s probably the most popular charter area after the Virgin Islands, and with good reason: the sailing is superb, though more

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Just as we were about to ease into a quiet evening at anchor in Presque Isle Bay, on the south side of Wisconsin’s Stockton Island, the crowd rushed in. The procession of cruising sailboats resembled a busy airport with planes lined up miles to leeward of the main runway. We watched as the cruisers came from all over the Apostle Islands and dropped into formation, motoring one by one into the

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An early-season week in British Columbia desolation sound proves that you can still get away from it all.

It wasn’t until our third day of cruising Desolation Sound that we began to feel, well, desolate. We’d overnighted in two anchorages that were almost empty by East Coast standards, but full by British Columbia measures—i.e., we still had other boats within earshot. The

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Sailing your home waters in summer is fun; sailing someone else’s home waters is an adventure.

Now, as you read this magazine, is the time to think about where you’d like to spend your summer sailing vacation. Some mighty fine North American cruising grounds offer chartering—the way most of us get to sail outside our home waters—only in May through September or at least enjoy their finest

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