Day drinking can be tricky, what with the natural light of day so vividly exposing your actions. So if it's sloppiness you seek, we recommend going to an institution that encourages such behavior with the mantra “We Came to Get Sloppy”. With drink specials such as the Sloppy Poppy and a menu packed with lobster rolls and beach burgers, The Sloppy Tuna is a one-stop, all-day party, though Montauk's main beach is just a stumble away if you need a power nap.
Cyril’s might as well have invented the term day drinking. It's an institution dedicated to ensuring that your vacation days are filled with Moscow Mules, margaritas, and their special Baileys Banana Cooler (with an optional but highly recommended floater on top). Be on the look out for Cyril himself -- a day drinking master and authentic Montauk pirate -- he’ll no doubt have a drink in his hand before noon: a legend and true inspiration to us all.
If you want your sunlit shenanigans to feel a touch more classy, the beachside restaurant and lounge Navy Beach offers a relaxing and sophisticated escape on a 200ft private beach in Montauk. Arrive by land or sea as Navy Beach welcomes boaters to anchor in the waters of Fort Pond Bay and come to shore in pursuit of exquisite bites like Bacalao Fritters paired with smoked jalapeño tarter sauce and Old Bay-kissed lobster & clam bakes, washed down with a Dark & Stormy. Settle into a massive white bean bag chair amidst the nautical decor and enjoy the view.
If you’ve ever felt anxious about not having enough rosé even though the waitress just opened the bottle, then don’t let the Summer go by without indulging yourself at Bridgehampton’s Wolffer Estate. Surrounded by beautiful, seemingly endless vineyards, there's no shame in posting up here and taking down bottle upon bottle. Money might not grow on trees but at Wolffer Estate, rosé absolutely does. Enjoy lunch at the vineyards and stick around for live music every Friday and Saturday night.
Despite the name of Andre Balazs’ famed boutique restaurant, bar, and hotel, the party at Sunset Beach begins early and lasts all day long. Exclusively located on Shelter Island, Sunset Beach brings together St. Tropez vibes with the casual feel of a barefoot beach bar. While the restaurant offers delicious staple French cuisine dishes of Moules Marinières, Bouillabaisse de Sunset, and Grilled Octopus, the real treat at Sunset Beach is enjoying the Andre Balazs Collection of rosé, produced in partnership by local winery Channing Daughters, on the stunning sun-soaked deck.
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Located right on the beach, The Sloppy Tuna is as come as you are as it gets. There's live music all day and DJ'd events at night.
Cyril's serves up casual beachside fare alongside delicious frozen drinks.
This beachside restaurant and lounge offers a relaxing and sophisticated escape on a 200ft private beach in Montauk, and it offers an array of delicious 'tails and a menu loaded with seafood favs and more.
Wolffer Estate Vineyard encourages you to "be part of the experience". What experience you might ask? Why, drinking some of the best wine that Eastern Long Island has to offer! Events like Twilight Thursday, Sunset Fridays, and Sundays with live music ensure that you won't be bored while you're sipping your vino.