Out on the South Fork of Long Island, the Hamptons have perfected the art of the quintessential coastal escape. Polished shingled estates, farmers’ markets, and long stretches of dune-backed beaches define the region, while each town brings its own personality: East Hampton is upscale, Southampton leans classic and old school, and Montauk is still the salty surf town at the edge of the world. From stunning stays and fan-favorite dining to picture-perfect beaches and can’t-miss local spots, this guide maps out the Hamptons at their best.
Where to Stay
Gurney’s Montauk Resort & Seawater Spa (Montauk)
Gurney’s has been around for over a century, and it’s easy to see why. The Hamptons’ only year-round luxury resort, this hotspot has its own private beach, oceanfront rooms and beachfront cottages that frame the ocean like a postcard, and a 30,000-square-foot spa with a newly reimagined BathHouse. Add in gigi’s montauk, the casual Dune Café, and a Beach Club that’s basically a day-long invitation to stay barefoot, and any trip here will feel like a true vacation.
Baron’s Cove (Sag Harbor)
Baron’s Cove is Sag Harbor’s best-kept secret, complete with maritime charm, harbor views, and an effortless coastal vibe. A saltwater pool, incredible restaurant, and rooms with private terraces are all part of the package, along with golden hours that feel like an event in themselves. Just steps from the village yet tucked away enough to feel secluded, it strikes the perfect balance between refined boutique stay and classic harbor retreat.
Where to Eat
The Lobster Roll – “Lunch” (Amagansett)
A Hamptons institution in every sense, The Lobster Roll (known simply as “Lunch,” thanks to its retro roadside sign) is the spot for classic New England-style lobster rolls. It’s casual, laidback, and exactly what a summer afternoon in the Hamptons should taste like.
Nick & Toni’s (East Hampton)
For decades, Nick & Toni’s has been the quiet power table of East Hampton, serving Mediterranean dishes in a farmhouse-chic setting. Wood-fired pizzas, handmade pastas, and perfectly roasted local veggies make it timeless, while the garden patio turns it into one of the dreamiest dinner spots on the South Fork.
Sí Sí at EHP Resort (East Hampton)
Set right smack on the marina, Sí Sí coastal Mediterranean flavors with some of the best views in the Hamptons. The atmosphere is both fun and chic, made even better by craft cocktails, shareable plates heavy on seafood, and sunsets that turn the whole dock tangerine.
The Crow’s Nest (Montauk)
Tucked into the dunes with twinkling string lights and Adirondack chairs scattered across the lawn, The Crow’s Nest is both casual and elevated. Fresh, colorful plates and one of the best sunset views in town make it a must for dinner or late-night drinks by the firepit.
Where to Drink
The Montauket (Montauk)
Located on a bluff with breathtaking views of Fort Pond Bay, Montauket is where locals and in-the-know visitors go for a good time. Cold beers, strong drinks, and live music make it a can’t-miss destination to watch the sky turn every shade of pink and orange over the water.
The Stephen Talkhouse (Amagansett)
A Hamptons nightlife classic, The Stephen Talkhouse is as low-key as it is legendary. The worn-in dive bar doubles as a live music venue, hosting everyone from big-name acts to small bands in a space that feels more living room than club.
Where to Visit
Main Beach (East Hampton)
Main Beach is arguably one of the Hamptons’ best stretches of sand. The sand is clean, the surf is gentle enough for casual swimmers and surfers, and the facilities are well-kept. Early mornings are calm and quiet, while sunsets paint the sky in soft pastels.
Parrish Art Museum (Water Mill)
The Parrish Art Museum is a must-visit for art lovers. The galleries have a mix of American art, with a nod to the East End’s creative history. Big windows and open, airy spaces make it easy to stay for a while, while the lovely outdoor areas are just as much a part of the experience.
Montauk Point Lighthouse (Montauk)
Perched at the very, very tip of Long Island, the Montauk lighthouse is as classic as it gets. Built in 1796, it’s the oldest lighthouse in New York, and the views from here are worth bringing a camera for. Trust us, you’ll really feel like you’re at “The End” here.
