Reminiscent of Southold’s New England heritage, this quaint hamlet was known in the 17th century as Booth’s Neck. One of the first landowners in the 17th century was Ensign John Booth. The date in the chimney of the oldest house reads 1760. By the 18th century it was called Robin’s Island Neck and was a busy port. Streets were laid out in a grid form before 1850, and here trials were held for the first United States Navy commissioned submarine 1899 -1900.Old Sub Base
As far back as 1820, New Suffolk was the terminus for boats making regular runs to New York City. Rails for the L.I. Railroad were landed at Main Street dock and were carted to the right-of-way by farmers who received a free passage to New York for their labor.
In 1899, the Holland Torpedo Boat Company opened a small plant for the testing of submarines. The basin and Peconic Bay were used as testing grounds. The first submarine accepted by the U.S. Navy, the USS Holland VI, was based here making New Suffolk the first submarine base in this country. A monument commemorating the centennial of this historic event was placed at the park beach on April 8, 2000. A model of the Holland submarine can be seen in the Museum on the Cutchogue Village Green.