Longshore Sailing School is a sailing school located in Westport, Connecticut. Longshore offers an extensive curriculum for both children and adults. The school also rents sailboats, kayaks and stand-up paddle boards by the hour to the public during the summer months from Memorial Day weekend through Labor Day. As well as providing private lessons. Today, Longshore teaches approximately 1000 students a year on its fleet of over 100 sailboats and kayaks.