Il Buco al Mare is the Amagansett outpost of the beloved New York eatery—and don’t worry, it lives up to its sister restaurant’s reputation. Order the octopus and the prawns. -Elise Taylor
If my friends are reading this, they most likely won’t be inviting me back to their place in East Hampton as Bostwick Chowder House may or may not be the best-kept secret on Montauk Highway. For insanely good lobster rolls (served hot or cold!), drool-worthy grilled Mahi tacos, and a much needed casual patio vibe, you should not miss stopping by. -Madeline Fass, Associate Market Editor
Tucked away in the Watermill shopping center, next to the SoulCycle, is the hidden gem Bistro Ete. Owned by a husband and wife team, it’s Greek-French fusion and a favorite amongst locals. The cocktails are all delicious…margaritas can be made on a scale of one to ten when it comes to hotness (word to the wise: four is when you begin to feel the heat, ten is scorching hot), and the escargot, duck wings confit, and zucchini spaghetti are all favorites. Finish your meal off with the homemade mint ice-cream. You won’t regret it! -Alexandra Macon
Come sunset, Montauk’s Crow’s Nest is absolutely magical. Arrive early—because there’s going to be a wait—but enjoy a cocktail in the meantime down by the lake. Once you’re seated, ideally with a view of the rolling lawn, order the whipped ricotta. And should you really want the full experience, book a room or one of the more tucked-away cottages .-Lilah Ramzi
Sometimes, especially after a long weekend of socializing, you are just in the mood for something casual—and, well, carb-y. Best Pizza and Dive Bar, located between Montauk and Amagansett, hits the spot. It’s got a casual yet chic outdoor space, perfect for families, where you can dine on a delectable white pizza with sweet onion relish or a meatball parm. And, if you’re up for it, they have Wölffer Rosé on tap. -Elise Taylor
If you want a beautiful, boozy, and buzzy afternoon or evening with friends, go to Sunset Beach on Shelter Island. During the day, it’s quite the scene-y spot with DJs and glamorous groups looking to indulge. At night, it’s a little calmer. Order some rosé, linguini with clams, and watch the sunset. Whether or not you want to stay for a nightcap is up to you. -Elise Taylor
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