Gloria Jewelmy favorite Hamptons boutique has multiple locations around the different towns. The store does a great job with buying everything from fashion-forward sweats to party-ready dresses.
Life'styleI go to this boutique every time I'm in Sag Harbor. They carry the best brands with everything from Rag & Bone to Sundry.
Serena & Lily Beach Marketmy oh my I adore this store! This is considered Serena & Lily’s Beach Market and every piece is absolutely swoon-worthy. I get overwhelmed with decor inspiration every time I walk through the wide-open doors.
EMP Summer HouseNew York City’s highly acclaimed restaurant has an arguably even better location in their East Hampton summer pop-up. You will absolutely love the outdoor dining atmosphere, the garden games, and the delicious a la carte menu.
Navy BeachNavy Beach is one of my favorite places in Montauk. It's perfect to go to during the day to sip rosé and enjoy fish tacos while catching some sun on their beachside daybeds (they serve magnum size bottles of Whispering Angel!). It's also a happening dinner spot (make a reservation) and turns into a really fun bar at night. You can't miss here at any time of day!
The Crow's NestThe most gorgeous and yummy restaurant in Montauk. If you don't make a reservation, you'll have a wait but not to fear because the cocktails are delicious and the views are gorgeous by their outdoor fire pits. The menu is a seasonal seafood menu and is all locally-sourced. Fun fact: one night, I sat at a table between two Vogue editors and Neil Patrick Harris.
Ruschmeyer'sgo here for cocktails, campy decor, and dinner served in an outdoor garden. P.S. it turns into a wild bar at night (expect a serious line to get in if you arrive after 9/10pm).
Harborgo here for drunken lobster and a raw bar worth bringing a large group of friends to (the food is Mediterranean-inspired with Aussie influences). During the day, you can also enjoy bocce ball and ping pong!
Sunset Beachyummy summertime food right across from the beach. The vibe here is unbeatable, complete with yellow and white décor and old photographs of customers skinny dipping in the beach. The bar is a great place to spend a summer evening too. P.S. it’s on Shelter Island but totally worth it (you can stay here too!).
Nick & Toni'sa staple of the Hamptons restaurant scene. Go here for local seafood and a Mediterranean/Italian inspired menu. It’s very buzzy and definitely a see and be seen spot.
Sena happening sushi restaurant in Sag Harbor that still maintains a relaxed Hamptons vibe. You'll find traditional rolls as well as restaurant specialties.
Scarpetta Beachthe seaside sister restaurant of the New York City staple, this seafood Italian restaurant will be just what the doctor ordered after a full day on the Gurney’s beach.
The Surf Lodgestop by for perfect outdoor patio seating, summer cocktails, live music, and an East Coast surf atmosphere. Beware, this is such a popular restaurant/bar that a line forms during the day and night on summer weekends. Pop your head into their surf shop too for straw bags, colorful towels, caftans and more.
LT BurgerSometimes, all you want is a burger, fries, and a milkshake. If so, then there's no better spot than LT Burger. It's a classic burger joint that's one part casual diner and one part trendy eatery.
Big Olaf Ice Creamin the summertime, there will be a line out the door for a cone at the old-fashioned ice cream shop, Big Olaf… but it's worth the wait! It’s a Sag Harbor summer staple!
The Stephen Talkhousethis is the local watering hole in Amagansett (in an old house) for drinking, live music, and dancing. The big night here is Friday night.
The Surf Lodgethis is one of the most popular spots in Montauk for good reason! You can sip drinks by the water, float in daybeds, listen to live music, and have an all-around good time day and night. You can’t beat all the surf décor too! P.S. expect major lines on the weekends if you don’t arrive early.
The Sloppy Tunaif you’re looking to party on the beach, then go here. It’s not fancy but it is a good time.
Ruschmeyersthe main spot to go out dancing in the Hamptons. The bar scene is great (but crowded!) too if you don’t want to hit the dance floor. There will be a line if you arrive after 10pm but don’t worry, there is a bar outside for you to visit while you wait (my friends and I call it Purgatory, ha!).
SagTown our go-to spot for coffee when staying in Sag Harbor. It has a bit of a Hamptons surf vibe to it and serves up just the right blend.
Baron's Covemy favorite hotel in the Hamptons. I love the nautical décor throughout the hotel and the water views. I’ve only been in the summer but am dying to go in the winter because it would be the best cozy place to hunker down in the cold. There is also a lovely pool to relax by.
The American Hotelclassic, historic Hamptons. The American Hotel sits on the main drag in Sag Harbor and still maintains old Hamptons charm. It’s quite iconic.
The Crow's Nest Inna gorgeous little inn that has the best restaurant and offers both calm nights with pit fire s'mores and an entertaining nightlife.
The Surf Lodgestay here for a bohemian beach vibe right on the water. You’ll love the hotel boutique, the beachside yoga classes, and the summer pop-up shops. Be prepared though because it’s a part here all day and night.
Ruschmeyersa hotel for adults that is designed like a summer camp. It’s out in Montauk so you’ll enjoy the Hamptons newest scene.
Gurney's Resort and Seawater Spastay here for a beachfront resort with the only seawater spa in the continental US. You’ll fall in love with their yellow and white striped umbrellas that line the beach and their beachside shack that serves up all the necessities like rosé and french fries. My friends and I are known to camp out here on the beach all day.
The Inn at Windmill Lanethis lovely little, elegant inn is an ideal place for couples to stay in Amagansett. They offer private cottages so you can enjoy a quiet, relaxing stay.