There’s nothing quite like a Hamptons summer—where every outfit somehow involves linen, and the weekend plans always involve lobster rolls and a sunset toast. I've spent plenty of time exploring this coastal gem, and I’m excited to share a few highlights that capture everything I love about a perfect summer escape.
Where to Stay
The Surf Lodge: Equal parts boho beach dream and social hotspot, it’s fun, stylish, and has that "everyone's here" energy that Montauk weekends are made of.
Marram: Nestled right on the beach, this minimalist boutique hotel feels more like a retreat—with fire pits, ocean sounds, and earthy design details that make you want to unplug (or at least pretend to).
Gurney’s Montauk Resort & Seawater Spa: Iconic for a reason. Gurney’s gives you ocean views, a private beach, an indulgent spa, and just the right dose of scene. Whether you're sipping rosé at the Beach Club or soaking in the saltwater pool, it’s pure coastal luxury.
Where to Eat
75 On Main: A beloved Hamptons staple, 75 Main blends upscale dining with a buzzy, see-and-be-seen atmosphere right in the heart of Southampton. Whether you're brunching al fresco or sipping cocktails after a beach day, it’s the kind of spot where great food meets even better people-watching.
Lunch Lobster Roll: Located in Amagansett, this retro roadside shack has been serving up classic hot and cold lobster rolls since 1965. A must-visit for seafood lovers.
Carissa's The Bakery: This James Beard Award-winning bakery in East Hampton is known for its artisanal breads, pastries, and gelatos. The modernist space adds to the delightful experience.
Where to Sip
Wölffer Estate Vineyard: Situated in Sagaponack, Wölffer Estate offers a rustic-modern tasting room overlooking lush vineyards. Enjoy award-winning wines paired with delectable charcuterie platters.
The Crow's Nest: Tucked away on the edge of Lake Montauk, The Crow’s Nest is pure summer magic—think glowing string lights, rustic-luxe vibes, and cocktails best enjoyed barefoot in the sand. Grab a drink at the outdoor bar, sink into a sunset view, and don’t be surprised if you stay long past golden hour.
Gurney's Montauk Resort: This famed resort offers multiple venues for drinks, including The Beach Club and The Regent Cocktail Club. It's perfect for catching up with friends over cocktails.
What to Do
Coopers Beach: Consistently ranked among America's best beaches, Coopers Beach in Southampton boasts white sandy shores and pristine waters—ideal for a relaxing beach day.
Montauk Lighthouse: Authorized by Congress in 1792, this historic lighthouse is the first in New York State and offers panoramic views of the Atlantic Ocean.
LongHouse Reserve: Located in East Hampton, this 16-acre sculpture garden combines art and nature, featuring works by renowned artists amidst beautifully landscaped gardens.
Wherever your Hamptons adventure takes you, embrace the coastal charm and make the most of the summer sun! For more tips on where to stay, eat, drink, and more, check out my full Hamptons Travel Guide.
Cheers!
— Gray