Hamptons Travel Guide
June 11, 2024
Come along as we skip town for the weekend and trade real life for beach life for a few blissfully laid-back days on Long Island's South Fork. With idyllic villages, beautiful beaches, and farm stands, wineries, and lobster restaurants sprinkled in between, the Hamptons is the ultimate vacation spot for every type of traveler. Read on to plan your stay, then hop on the Jitney and meet us there!
Feed the Ducks at Lake Agawam
Pro tip: Throw a handful of birdseed, rice, and lettuce to keep them thriving.
Eat a Lobster Roll in Napeague
The Lobster Roll (aka Lunch) and Clam Bar are across the street from one another in Napeague, so grab a lobster roll from both spots and rate which one you like best.
Hike Shadmoor State Park in Montauk
The views are epic—you’ll feel like you’re in Malibu, trust us.
Grab an Ice Cream in Sag Harbor
Get yourself a sweet treat at Big Olaf by the docks, then chill on the boardwalk and take in the view.
Where to Stay
Baker House, East Hampton
A classic Hamptons getaway, Baker House blends historic, cozy remnants with European, modern amenities. Spend a morning in the lush gardens or a quiet afternoon at the spa.
Topping Rose, Bridgehampton
The selling points: Spacious rooms, great restaurant, right in town. Stop by the 24-hour concierge for bike rentals or beach supplies, then spend the day exploring all that Bridgehampton has to offer.
Crow’s Nest, Montauk
The eclectic Crow’s Nest Inn is for those looking for low-key vines. Situated by the lake and with an exquisite restaurant steps away, this boho-chic stay is sure to impress.
Reform Club, Amagansett
With stunning gardens and beautiful rooms that feel like country homes, this is one chic stay. Book an en-suite spa treatment, take a stroll around the orchard, and enjoy the quiet luxury of Amagansett.
Gurney’s, Montauk
For a luxury resort experience, Gurney’s has everything you need. With multiple restaurants, an incredible spa, and views of the Atlantic, this Montauk mainstay is unbeatable.
House or Airbnb
There's always the option to rent a home or Airbnb. This can be a great choice for a group or if you're looking to stay in a more residential area.
Where to Eat
For a Quick Coffee
Jack’s Stir Brew, Amagansett
The best cold brew you’ll find! Grab a cup and then sit and shop in Amagansett Square.
Grindstone Coffee & Donuts, Sag Harbor
Famous for donuts!
Dreamy Coffee Bar at Sylvester’s, Sag Harbor
Stop by for coffee, then stay to shop. A bag of coffee beans makes a great gift or souvenir.
Pierre’s, Bridgehampton
A quintessential French grab-and-go, this is a must-stop for a chocolate croissant and cup of coffee.
For a Grab-and-Go Bite
Round Swamp Farm, Bridgehampton, Montauk, and East Hampton
From guac and wings to local produce and baked goods, consider this a one-stop shop pre-beach or before hosting.
Loaves and Fishes, Sagaponack
Two words: lobster salad. IYKYK (and if you don’t, trust us.)
Joni’s, Montauk
Rub shoulders with surfers fresh out of the waves. Best place for green juice and breakfast burritos.
Provisions, Sag Harbor
Stock up on filling to-go meals and treats. Grab a fresh smoothie or your favorite organic snack as a bike ride pick-me-up.
Naturally Good, Montauk
Another health food store with great food, we can't get enough of the cashew cucumber dip.
Carissa’s the Bakery, East Hampton
Located between East Hampton and Amagansett, the James Beard Award-winning Carissa’s is as easy as it gets for breakfast or lunch. Pop in for a just-baked croissant or a fresh salad to go. Pro tip: we also love the breakfast tacos and incredible sourdough.
For a Scenic Lunch
Candy Kitchen, Bridgehampton
No trip is complete without a visit here. Try the turkey club and a root beer float made with their homemade vanilla ice cream.
Tutto Il Giorno, Sag Harbor
Owned and operated by Gabby Karan and her husband, Tutto Il Giorno is top of the line Italian cuisine. Pasta in the garden is as close as you’ll get to Italy on this side of the Atlantic.
Duryea’s, Montauk
With tables lining the dock and white sail cloths billowing in the breeze, Duryea’s is a 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.
Sant Ambroeus, East Hampton and Southampton
A people-watching hotspot, Sant Ambroeus is a the perfect spot for a shopping break in either town.
The Lobster Roll, Napeague
Like the name suggests, get a lobster roll! The Lobster Roll is affectionately known as LUNCH, and is known for their Classic Lobster Rolls (both hot and cold).
Clam Bar, Napeague
This low-key eatery is the epitome of summer! The menu has everything from your favorite lobster salad roll to the ultimate slice of key lime pie.
For Dinner Out
Navy Beach, Montauk
On its own rocky beach, Navy Beach is a must for sunset. Post up at a picnic table and enjoy local fare.
American Hotel, Sag Harbor
Old school vibes, great for date night.
Blue Parrot, East Hampton
A low-key spot for tacos, fajitas, and margaritas.
Almond, Bridgehampton
A family-friendly option for those who are looking for something to appease every palette. Simple yet classic, this is bound to be a new family favorite.
Sunset Beach, Shelter Island
Take the ferry from Sag Harbor (or book a private boat from Sag Harbor!) for a romantic dinner across the sound.
For a Night Cap
Stephen Talkhouse, Amagansett
A lively staple in Amagansett, Talkhouse is known for hosting live music every night of the week but pro tip: go on a weeknight to avoid long lines.
Surf Lodge, Montauk
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. Be sure to make your reservation in advance to ensure you get a seat!
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 with drinks and small bites.
Where to Shop
The Little East, East Hampton
The best selection of baby, toddler, and kids clothes.
Henry Lehr, East Hampton and Amagansett
The place to stock up on high-quality denim, cashmere, and on-trend sneakers.
Clic, East Hampton
With two storefronts (one for clothing, one for homewares), Clic is a must, especially for hostess gifts.
The Monogram Shop, East Hampton
Your one-stop-shop for all things monogrammed.
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 (so many surfers), and Indian Wells in Amagansett (popular for the younger crowd).
Go on a Hike
Our suggestions? Shadmoor and the Walking Dunes, both in Montauk.
Visit Jackson Pollock’s House in Springs
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.
Check Out the Montauk Lighthouse
An East Coast staple, the Montauk Lighthouse is a must-see.
Shop at Local Farm Stands
The thrill is in the adventure, but Balsam Farms and Amber Waves are two favorites.