From morning espresso to moonlight mischief, here’s how to do the Hamptons in style — with a killer outfit for every moment.
9:30 am: Coffee + Catch Ups
Where: Carissa’s the Bakery
Wear: Tory Burch
Fuel your fabulousness with a caffeine fix. Carissa’s the Bakery is a must for the East End’s most epic pastries and java. In Sag Harbor, start the day at SagTown, Jack’s or Grindstone for cult- fave doughnuts, cold brew, and the type of clientele that looks editorial in sweat shorts. And if you’re looking for delicious breakfast wraps and the absolute best iced tea on earth, Golden Pear (with locations located all over the East End) is a classic.
10:45 AM: Sweat It Out
Where: Nordic Strong
Wear: Ferragamo
Summer bodies may be made in winter, but they’re flexed in July. Hit Nordic Strong or Fuze House for the kind of workouts that come with designer leggings and playlists hotter than the studio. Bonus: the aesthetic alone is worth the Instagram. Prefer something more private? Book Torch’d by Isaac Boots or Tracy Anderson Method for a serious sculpting session.
1:00 PM: Brunch but Make It Stylish
Where: Sant Ambroeus
Wear: TOD’S
Brunch isn’t just a meal—it’s an event. For a Milan-meets-Southampton vibe, slide into Sant Ambroeus for a cappuccino on crisp white linen. And if you’re craving something heartier with a side of small-town charm, Estia’s Little Kitchen in Sag Harbor delivers, with huevos rancheros, fresh juices, and a backyard garden that feels like a secret locals-only club.
5:45 PM: Happy Hour, Darling
Where: Swifty’s At The Hedges Inn
Wear: Dries Van Noten
Time to swap coffee for cocktails. Swifty’s at The Hedges Inn, a swish Palm Beach import, is the scene for golden hour glamour. Slip into something sheer and nautical-adjacent—linen trousers, a vintage halter, or even a chic caftan—and order a frosé before someone else steals your poolside chaise. Expect old-school society types mingling with fashion girls and the occasional celebrity in “disguise.” (Read: baseball cap and Loewe shades.)
8:30 PM: Dine Like a Local (Who Has a Stylist)
Where: Mary Lou’s
Wear: Bottega Veneta
Montauk owns dinner hour this summer—and your outfit better rise to the occasion. Start at Mary Lou’s, a sultry hideaway with moody lighting and insider energy, or there’s Bagatelle Montauk: louder, livelier, and made for dancing on banquettes before dessert. Metallics, mesh, and major glam are the uniform here. If you’re feeling seaside luxe? Gigi’s at Gurney’s serves oceanside elegance with every seafood tower—pack something floaty, flirty, and guaranteed to catch the wind (and a few eyes).
10:30 PM: Keep the Night Going
Where: The Surf Lodge
Wear: 16Arlington
You didn’t head out east to go to bed early. The Hamptons’ after-dark circuit is its own runway, starting at The Surf Lodge—the apex of sunset-to-scene culture. Expect surprise DJs, dance circles, and smudged mascara. The vibe? Bodycon minis, salt-sprayed hair, and that second wind only rosé brings. When the music shifts from beachy beats to guitar riffs, the Stephen Talkhouse in Amagansett is next. This legendary haunt is East End mischief—where tequila fuels dance-offs and you might crowd-surf to a Fleetwood Mac cover. Rock-chic is the move: cowboy boots, vintage tees, and edge. Insiders end the night at Murf’s Backstreet Tavern in Sag Harbor. It’s gritty, glorious, and full of stories you’ll half-remember by brunch. Pool tables, sticky floors, and that dive bar hoodie-over-minidress moment. It’s the Hamptons—chic comes in many forms.
