08/10/16 6:01am
The 46th annual World’s Longest Sunfish Race, Around Shelter Island, NY is a highlight on the local sailing calendar. (Credit: courtesy photo)

The 46th annual World’s Longest Sunfish Race, Around Shelter Island, NY is a highlight on the local sailing calendar. (Credit: courtesy photo)

What started out over four decades ago as a way to drum up publicity for the Southold Yacht Club has become so much more. The World’s Longest Sunfish Race, Around Shelter Island, N.Y. is a test of sailing skills, not to mention endurance and patience.

All those qualities will be tapped into on Saturday when the club hosts the annual race for the 46th time. A nautical marathon that covers a distance of 25 miles, starting in Southold Bay and circumnavigating Shelter Island, the race can last anywhere from four to six hours. What the weather conditions will be like is anyone’s guess. That is why the decision as to whether the sail around Shelter Island will be clockwise or counterclockwise will not be made until race day. (more…)

08/16/15 10:24am
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Tery Glackin, the captain aboard Prospector, helped lead a 15-person crew across the Atlantic Ocean last month in the Transatlantic Race. (Credit: Matt Landry)

In the vast openness of the North Atlantic Ocean, a wilderness mostly untouched by humans, the 60-foot yacht Prospector sailed into darkness. Navigating the boat through waves reaching heights of 40 to 60 feet, a task already daunting in daylight, became even more perilous. READ