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!

The Hamptons Bucket List

Treat Yourself to an Ice Cream Cone

Then relax on the docks in Sag Harbor.

Eat a Lobster Roll!

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.

Feed the Ducks at Lake Agawam

Pro tip: Throw a handful of birdseed, rice, and lettuce to keep them thriving.

Take a Stroll Through East Hampton Village

The historic houses like 1770 House and Baker House (both now hotels) are must visits. 

Where to Stay

Baker House, East Hampton

A classic Hamptons get-away, 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 Bridgehampton.

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 staple is hard to beat.

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 cafe that’s hip yet chic, 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 organic snack as a bike ride pick-me-up.

Naturally Good, Montauk

Another health food store with great food, we recommend the cashew cucumber dip.

Carissa’s the Bakery, East Hampton

Grab fresh juice and breakfast tacos in the morning, then come back pre-dinner for incredible sourdough and cakes that are almost too pretty to eat. Note: there are a few locations of this James Beard Award-winning bakery, but we like East Hampton and Sag Harbor best.

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 Kara, Tutto Il Giorno is top of the line Italian cuisine. Start your meal with one of the many aperitivi and end the night with an impressive tiramisu!

Duryea’s, Montauk

Duryea’s is a waterfront treat! With its St. Tropez-like atmosphere, order a glass of your favorite wine and the famous Lobster Cobb Salad.

Sant Ambroeus, East Hampton and Southampton

A people watching hotspot, Sant Ambroeus has rotating daily specials so there is always a surprise in store.

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

Navy Beach offers a unique feel as its nestled on its own rocky beach. Pick a variety of entrees, or opt for the family-style menus to share with your family and friends!

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 quaint, 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. 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 bab, toddler, and kids clothes.

Henry Lehr, East Hampton and Amagansett

The place to stock up on high-quality denim, cashmere, and trendy sneakers.

Clic, East Hampton

With two storefronts (one for clothing, one for homewares), this is a two-for-one deal.

The Monogram Shop, East Hampton

Your one-stop-shop for all things monogrammed.

What to Do

Hit the beach!

Any beach, any town. 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.

There are seasonal tours, exhibitions, and programs to make each visit unique.

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.