The Around Long Island Regatta is a 190 mile race that combines offshore sailing in the first half of the race with sailing in near-coastal waters in the second half. The race starts off Rockaway point and heads northeast along the southern shore of Long Island before rounding Montauk Point. Once rounding the Point, sailors then have to contend with strong currents and variable winds before entering Long Island Sound for the final leg down the Sound to Hempstead Harbor. This southerly leg is often marked by a lack of wind, with navigators struggling to decide whether to hug the North Shore of Long Island or head to the Connecticut side for – hopefully – better wind.
For information on the race, please visit the Around Long Island Regatta webpage.