resort towns: Montauk, NY

Calypso boutiques are dotted all along the East End, primarily because their eponymous collection of silk wrap dresses, tie-dyed scarves, and paper-thin cashmere cardigans works so well at the beach (after all, the chainlet was born in St. Barths).
99 The Plaza, 631‑668-4999, calypso-celle.com

In a bungalow that's one of the first things you see as you drive into Montauk, Screaming Mimi's is aptly marked by a longboard (Montauk is the place in the Hamptons to surf). The vintage shop is revered for its '70s sunglasses and exuberantly patterned party dresses.
662 Montauk Hwy., 631-668-1631, screamingmimis.com

In a bungalow that's one of the first things you see as you drive into Montauk, Screaming Mimi's is aptly marked by a longboard (Montauk is the place in the Hamptons to surf). The vintage shop is revered for its '70s sunglasses and exuberantly patterned party dresses.
662 Montauk Hwy., 631-668-1631, screamingmimis.com

Tropically printed dresses are perennials from this Hamptons-friendly designer—and the uniform at the much-hyped hotel and restaurant Surf Lodge in Montauk, where Feith's boutique resides. The decor is bright, airy, and filled with greenery, lending it the feel of a fabulous beachside cabana.
183 Edgemere St., 631-668-2632