Nowadays, when people hear, “The Hamptons,” they tend to retort with so overrated. But before influencers swarmed Southhampton like locusts—and now, East Hampton—it was my family’s little happy place. Each summer, we’d stay with my grandparents; teachers from Brooklyn who flipped houses with their pension fund. My happiest memories consist of me and my sister galivanting through the shops—pretending to be models at Scoop (gone now) and trying on floppy hats at Calypso (also gone). Dad would disappear for hours on end at a sleepy bookstore while mom hemmed and hawed over a lariat necklace from Jennifer Miller. At 5 p.m., my entire clan would meet outside of Blue Parrot to people-watch as we waited for a table. But of course, my sister and I grew up, mom's lariat went out of style, and Grandma stopped flipping houses when poppy passed away (shout out big W).
What does any of this have to do with Hampton’s style today? Well, while Main Street might look more like Fifth Avenue now (my favorite boutiques have been replaced with Gucci and Louis Vuitton), the people-watching hasn’t lost its charm. On a recent trip to Montauk, I was thrown back into my formative years—surrounded by tasteful socialites in white linen pants and could-be Ralph Lauren models with racquet club bags. And if there’s one overarching theme I returned to the city with, it’s that no one does tenniscore or quiet luxury quite like Hamptonites. So below, find eight wardrobe staples that are worth the investment it you’re heading out east.
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