Newport, Rhode Island. Home to salty sailors, ghosts of American dynasties past, and one helluva preppy party scene. Pack your Sperry Top-Siders, because this boat is about to get rocking.
Peachy bed-and-breakfasts dot downtown Newport. However, we prefer to stay posh at The Chanler. Request a villa (because no vacation should be without a private hot tub). Quick tip: Parking around town is impossible. Allow for extra time or rent a bike.
Shop along Thames and Spring Streets for kitschy trinkets, doodads made with shells, and hand-blown glass figurines (pop into Cold Fusion for gelato while you’re ambling).
After your Thames Street excursion, unwind and uncork with shared plates, cheese, and plenty of vino at Fluke wine bar. Not as glitzy as the Manhattan club of the same name, The Boom Boom Room is still a fun place to shake your pearls.