Brooklyn in the Catskills
For some New Yorkers, leaving the city does not necessarily mean leaving the street’s influence behind. Black denim cutoffs and a checkerboard Alexander Wang pullover retain an urban edge even in the great outdoors. And, when paired with a sporty swimsuit and easy slides, they’re ready for poolside lounging or fireside cuddling on Graham & Co.’s laid-back grounds in Phoenicia, N.Y.
Adidas slides, $34.99 at Foot Locker, footlocker.com; Lisa Marie Fernandez bonded stretch-nylon swimsuit, $370 at net-a-porter.com; Alexander Wang mesh and knit pullover, $595 at Nordstrom, nordstrom.com; Topshop high-waist denim shorts, $58 at Topshop, topshop.com.Image
St.-Tropez on Shelter Island
At Sunset Beach in Shelter Island, N.Y., there is never a shortage of people-watching or frosé, the hotel’s popular frozen rosé. A crochet Missoni caftan worn over a plunging one-piece allows you to take in the scene while soaking up the sun — preferably with drink in hand. Statement earrings and simple wedges keep the look suitably glam for the setting.
Jade Swim stretch-nylon swimsuit, $198 at Matches, matchesfashion.com; Missoni Mare lace-up caftan, $679 (on sale) at modaoperandi.com; J. Crew beaded tassel earrings, $65 at J. Crew, jcrew.com; K. Jacques wedge sandals, $325 at Ann Mashburn, annmashburn.com.
Americana in Montauk
The Hamptons’ only beachfront restaurant and bar — the yellow-and-white-stripe-bedecked Beach Club at Gurney’s Montauk — calls for classic Americana. And what’s more classic than pastel madras? Ace & Jig’s breezy cotton jumpsuit nails that sweet spot between retro and right now. A circular straw bag and beach-worthy espadrilles rounds out the look.