Lighthouse Beach, Islip, NY
Part of the Fire Island National Seashore, Lighthouse Beach has long offered New Yorkers a chance to get away from it all (including clothing), as reports of folks rowing out and dropping trou surfaced as early as WWII. To this day, it's Long Island's most famous
clothing tops-optional area.
Perks: You can totally catch a Counting Crows show at nearby Jones Beach before catching the train back to Manhattan.
Pits: Lighthouse visitors had the middle section of the beach -- which contains said lighthouse -- made clothing-required in the 90s. Lighthouse tourists are uptight prudes!