Hamptons Travel Guide
June 11, 2024
We’re all about making bucket lists and finding the fun. Here’s where to stay, eat, and shop in New York’s sunny South Fork escape, according to Tuckernuck.
The Hamptons Look
Relaxed and coastal with an elevated touch. Think East Coast classics like eyelet dresses and striped knits, updated with current twists like on-trend textures and cool-girl accessories.
Getting There
Depending on traffic (and luck), The Hamptons are about a 2-3 hour drive from NYC. Flying into Long Island’s MacArthur Airport (ISP) gets you closer than NYC’s major airports. For an easier ride from Manhattan, take the Long Island Rail Road or Hampton Jitney bus (bonus points for Wi-Fi). Feeling fancy? Helicopter or seaplane services from NYC can get you there in under an hour.
Shop a Farm Stand
Beach snacks and pre-dinner apps? Check! Shop our favorite farm stands: Sagapanock Country Store, Amber Wave Farms, Balsam Farms, or Round Swamp.
Go for a Beach Hike
Take a two-mile hike along the breathtaking bluffs at Montauk’s Shadmoor State Park for some incredible ocean views.
Stroll a Historic Main Street
Shop and take in the sights along Sag Harbor’s main drag, with an ice cream from Big Olaf’s in hand.
Eat a Lobster Roll
Grab one from The Lobster Roll and one from Clam Bar (across the street from each other in Napeague), then pick a winner.
Learn to Surf
Sign up for a lesson from Hamptons Surf Co and conquer some of the most epic waves on the East Coast.
Where to Stay
The Baker House, East Hampton
Built by a sea captain in 1648, this Hamptons classic blends cozy, historic charm with modern amenities. Spend a morning in the lush gardens or a quiet afternoon at the spa.
The Hedges Inn, East Hampton
Renovated by the owners of Palm Beach’s iconic Colony hotel, this boutique stay has 13 rooms and an outpost of the beloved Swifty’s. Cruise around town in the hotel car before coming back for a beach bonfire.
Topping Rose House, Bridgehampton
The selling points: Spacious rooms, great restaurant, right in town. Stop by the 24-hour concierge for bike rentals, then spend the day exploring all that Bridgehampton has to offer.
The Reform Club, Amagansett
With stunning gardens and beautiful rooms that feel like country homes, this is one idyllic stay. Book a spa treatment, stroll around the orchard, and enjoy the quiet luxury of Amagansett.
Gurney’s, Montauk
With all the amenities of a large luxury resort, Gurney’s has everything you need—multiple restaurants, an incredible spa, a prime slice of beach, and even a kids’ club.
The Crow’s Nest Inn, Montauk
The eclectic Crow’s Nest is for those seeking a low-key long weekend escape. Situated by the lake with an exquisite restaurant just steps away, this boho-chic stay is sure to impress.
Baron's Cove
This waterfront resort once hosted the likes of John Steinbeck and Jackson Pollock. Today, enjoy harbor views, a popular restaurant, and easy access to downtown.
House or Airbnb
If you’re traveling with family or a group, a house is the way to go, especially if you snag one with a pool. Expect premium rates and one-week minimum stays during high summer.
Where to Eat
Breakfast
Jack’s Stir Brew, Amagansett
Famous for its organic, ethically sourced coffee, Jack’s might just be the best cold brew you’ve ever had. Grab a cup then people watch or shop in Amagansett Square.
Grindstone Coffee & Donuts, Sag Harbor
Open year-round (even Christmas and New Years!), Grindstone makes their brioche donuts fresh daily. You’ll definitely want one every day of your trip.
Joni’s, Montauk
Known for their casual vibes and fresh fare, Joni’s is perfect for a healthy breakfast just steps from the beach. Rub shoulders with surfers as you sip green juice and nosh on a breakfast burrito.
The Hampton Maid, Hampton Bays
This cozy and quaint bed and breakfast offers a delish brunch menu. Get the buttermilk pancakes and take a pic with the iconic windmill after your meal!
Grab & Go
Round Swamp Farm, Multiple Locations
From guac and wings to local produce and pastries as good as the people watching, consider this your one-stop shop before the beach or hosting.
Loaves and Fishes, Sagaponack
Two words: lobster salad. (IYKYK—and if you don’t, trust us.) Loaves and Fishes is truly a food lover’s dream. It’s no wonder it’s one of Ina Garten’s favorites.
Carissa’s Bakery, East Hampton & Sag Harbor
With multiple shops across the Hamptons, Carissa’s serves up European-style baked goods in a sunny, minimalist space. Our go-to’s are the breakfast tacos and incredible sourdough.
The General Store, Sagaponack
Over a century old, this historic spot means it when it says “Stop in and stay awhile!” Find everything from breakfast sandwiches and baked goods to produce and flowers to bring home.
Provisions, Sag Harbor
A Sag Harbor mainstay for 30 years, Provisions has an amazing organic produce section and tons of gluten-free snacks. Grab a smoothie from their café as a bike ride pick-me-up.
Naturally Good, Montauk
Our go-to health food store, Naturally Good has a market and deli with tons of yummy vegan options. We can't get enough of the cashew cucumber dip.
Balsam Farms, Amagansett
In an area known for an abundance of fresh produce and farm stands, Balsam Farms is a true standout. Their tomatoes are some of the juiciest we’ve ever had!
L&W Market, Bridgehampton
If you have a thing for pickled things (like us), L&W is a must visit. Order the chicken BLT then scan the shelves to stock your own at-home Bloody Mary bar.
Lunch
Candy Kitchen, Bridgehampton
No Hamptons trip is complete without a visit to this old-school luncheonette. Try the turkey club and a root beer float made with their homemade vanilla ice cream.
Pierre’s, Bridgehampton
With its iconic awnings, outdoor seating, and amazing Niçoise salad, Pierre’s brings the vibes of a Parisian bistro to Bridgehampton.
The Lobster Roll, Napeague
Affectionately known as LUNCH, The Lobster Roll is a retro-style seafood shack known for their (you guessed it!) classic lobster rolls, both hot and cold.
Tutto Il Giorno, Sag Harbor
Owned by Donna Karan’s daughter Gabby, Tutto is top-of-the-line Italian cuisine. Pasta in their garden is as close as you’ll get to Italy on this side of the Atlantic.
Dinner
Navy Beach, Montauk
Situated on 200 feet of private beach, the laid-back and ever-popular Navy Beach is a must for sunset sips. Post up at a picnic table and enjoy live music and local fare.
Duryea’s, Montauk
Dockside dining at Duryea’s is a total summer dream. A glass of rosé will transport you to St. Tropez, and the famous Lobster Cobb Salad will take you right back to Montauk.
The American Hotel, Sag Harbor
In the heart of historic downtown Sag Harbor, the restaurant at The American Hotel is timelessly elegant with vintage vibes and intimate seating options perfect for date nights.
The Beacon, Sag Harbor
Seaside Sag Harbor at its finest. This local favorite sits right above the Sag Harbor Yacht Club—grab a seat on the upstairs porch for the best views, and try any of the delicious options like parchment baked halibut or a spicy passionfruit margarita.
Sunset Beach, Shelter Island
The closest thing to St. Tropez in the East End. Take the ferry from Sag Harbor or Greenport (or book a private boat) for a romantic dinner across the sound.
The Pridwin, Shelter Island
From the terrace to the bar, every seat has spectacular views of Crescent Beach. From the seafood towers to Long Island fluke, everything is sourced locally.
75 Main, Southampton
Known for its celeb sightings and Tulum-meets-Hamptons vibe, 75 Main is ultra chic and equally delicious, serving modern American and Italian cuisine.
Almond, Bridgehampton
Lively and family-friendly with outdoor seating, Almond serves up crowd-pleasing French fare with options for everyone, from fish and chips to meatless Monday.
Where to Sip
Stephen Talkhouse, Amagansett
A lively staple in Amagansett, Talkhouse is known for hosting live music every night of the week. Pro tip: go on a weeknight to avoid long lines.
Gurney’s, Montauk
From the Beach Club to the Firepit, Gurney’s has multiple outdoor bars overlooking the Atlantic. Go for date night or with a group of friends to cap off a fun beach day.
Surf Lodge
This is the spot to see and be seen. From live music to the extravagant party scene, you're bound to have a good time here. Make a reservation in advance to ensure you get a seat.
Wölffer Estate, Sagaponack
Enjoy sprawling vineyard sunsets while sipping on crisp, dry rosé on the lawn at Wölffer’s. The wine stand hosts live music on Friday and Saturday nights.
Where to Shop
The Little East, East Hampton
Founded by two moms, this delightfully curated boutique carries the sweetest, beautifully crafted clothes, toys, and gifts to bring back home for your littles.
Henry Lehr, East Hampton and Amagansett
A Hamptons staple with four locations across the South Fork, it’s the place to stock up on high-quality denim, cashmere, and on-trend accessories.
Clic, East Hampton
With locations in NYC, Cali and St. Barth, Clic is the brainchild of Calypso founder Christiane Celle. Its two Hamptons storefronts are must visits, especially for hostess gifts.
The Monogram Shop, East Hampton
Founded in 1997 by a mother-daughter duo, it’s the place to go for all things personalized. From napkins and trays to baby bibs and bags, they truly have it all.
Book Hampton, East Hampton
Book Hampton is the perfect place to wander into after brunch on Main Street. The staff is super knowledgeable, and their coffee table book selection is the best out east.
goop, Sag Harbor
A pop-up turned permanent store, goop’s Hamptons outpost might just be the world’s chicest general store. We love testing out the sunscreen and clean beauty essentials.
Il Buco Vita, Amagansett
An Italian tabletop and home décor shop, Il Buco lets you skip the trip to Rome. Sip an espresso while you shop then pop next-door for lunch in the restaurant.
Montauk Clothing Co.
Right off the circle in Montauk, this souvenir superstore has gear for the whole family. Forgot a sweatshirt? No problem. Grab one here and a few “The End” tees.
What to Do
Hit the Beach
Any beach, any town, any time. A few good ones are Main Beach in East Hampton (there’s a shuttle from town!), Ditch Plains in Montauk to surf, and Indian Wells in Amagansett.
Go for a Hike
The area offers a variety of hiking trails for all levels, from breezy coastal walks to wildlife refuges and forest paths. Two of our favorites are Shadmoor and the Walking Dunes, both in Montauk.
Visit Jackson Pollock’s House
One of the most authentic art experiences we’ve had to date! The floors of Pollock’s studio are still splattered in paint. Seeing the East End through his eyes is truly special.
Explore the Montauk Point Lighthouse
Perched at the easternmost tip of Long Island, the Montauk Point Lighthouse offers sweeping ocean views. Commissioned by George Washington in 1792, it’s the oldest lighthouse in NY state.
We hope this inspires you to book a trip, pack your bags, and plan your itinerary!