After working the runway or Collins Avenue, the long-limbed and pouty unwind in the restored Albion, the stylish Hotel Astor, and Todd Oldham's Tiffany Hotel. This series of coastal towns stretching from Westhampton to Montauk is where New York City's wealthy gather each summer to relax, shop, gallery-hop, and vie for restaurant reservations. You can only get here by ferry or small plane, but it's worth it. Ride your bike past cranberry bogs to reach this pristine beach. The view's best from the mile-long boardwalk.
Waves are big but safe, inspiring some dramatic surfing styles.
Others ride the boardwalk's 1911 carousel and 1924 roller coaster. America's oldest art colony, Provincetown is home to emerging as well as established talents. Spring breakers congregate at this breezy Gulf Coast spot. Year-round, wind surfing, birding, a new golf course, and an active club scene make for good times. Image appears courtesy of CoolClips .