A playground for the well-to-do and well-connected for generations, the Hamptons are the quintessential summertime escape for the creme de la creme of New York’s social set. But though the East End of Long Island is often referred to as a collective destination, marked by magnificent mansions, private beaches, and an overall air of luxury, the area is actually made up of a number of distinct enclaves, each boasting its own unique personality – and calling for its own sense of style. Since the last thing you want to do is arrive in East Hampton with a Montauk mindset (or wardrobe, for that matter), we’re giving you a rundown of every Hamptons town, and the perfect Fleur vibe to go with it. So pack your weekender and hitch a ride on the Jitney – we’ll see you slaying out East.
Southampton - The Rich B*tch
If old money had a zipcode, it’d be located smack dab in the middle of Southampton. We mean, it *is* home to the stretch of properties known as Billionaire Lane for a reason. If you’ve been lucky enough to secure a stay in one of the ritzy residences around town, prepare to put your most prim and proper foot forward, channeling an elegance worthy of air kisses and elbow-rubbing amongst certifiable American royalty. But while you may seem all buttoned-up on the outside, as any savvy Fleur girl knows, the key to standing out is hinting that something more scandalous is just waiting to be revealed beneath the surface…
Sag Harbor - The Yacht Hopper
A little bit naughty, a lotta bit nautical. If the Hamptons are the French Riviera of the Atlantic, you can consider Sag Harbor the local St. Tropez. Seafaring chic is the name of the game, though the mood is more superyacht than sailboat. Think: Body-skimming numbers in sunny hues that would feel right at home cruising along the Mediterranean — or pulling right up to the dock for a late night dinner and dance party at Le Bilboquet. Whether you’re heading out for a day on the boat, or just popping a bottle of bubbly paired with a waterfront view, you’re sure to fit right in with all your fellow jet-setters and yacht-hoppers.
Amagansett - The Preppy Princess
Sporty, preppy, peak Americana — pack plenty of flouncy frocks and tennis whites that give a little wink of “country club charm.” If you’ve claimed your summer spot in Amagansett, chances are you’re spending your afternoons hitting tennis balls behind the hedges, swimming sun-kissed laps in the pool, or practicing your jumps at the local equestrian club. Bring on the vitamin D, babe. When you’re not serving on the court, or on horseback, you’ll likely be serving up G&T’s by the pool before a sunset dinner of lobster rolls on the beach. Well aren’t you just a modern Jackie Kennedy?
Montauk - The Bougie Bohemian
Save yourself the trip to Tulum and make your way to Montauk for all the same bougie bohemian vibes and shamelessly sceney sensibilities. Artists, surfers, musicians — oh my! The very last stop in the Hamptons is teeming with not-so-starving creatives who very well may match your freak when it comes to far-flung music festivals, mushroom chocolates, and meditation retreats — even if they can’t resist the lure of a VIP table at the Surf Lodge (hey, we all have our vices). As for you? Montauk is the perfect spot to show off some funky fashion and hippie-dippie looks while mingling with the cool kids, from Ditch Plains beach to a sunset soiree at the Crow’s Nest.
East Hampton - The Farm-to-Fete Butterfly
Garden Girl by day, Party Girl by night — if you’re hoping to indulge in the best of both worlds, East Hampton is your place. Pro tip: Pack lush lingerie for some farm-to-table afternoon delight, and throw in a few flirty numbers to hit the town in later. While you may love those slow mornings strolling Main Street or lounging amidst the flowers in an idyllic farmhouse garden, once the clock strikes sunset, you’re ready to trade in your tomato juice for tequila and really get the summer fun started. Perhaps you’ll kick things off with a coveted dinner res at Nick and Toni’s before hitting the dance floor at one of the rowdy rager spots in town (ahem, Common Ground East), just to do it all over again the next day.