Ditch Plains Beach
Montauk, New YorkOut beyond the Hamptons is the other Long Island—Montauk. The beach is famous for its lighthouse (1796) and its refreshing lack of attitude, especially among the surfers who hang at Ditch Plains. The super long break makes this wave haven ideal for newbies or veteran long-boarders. And locals say the Ditch Witch truck serves the best beach grub around.
Hotel Recommendation: Stay at Gurney's Inn Resort & Spa. Read our review.