Cool Bars and Speakeasies in Long Island, NY

Long Island, New York, has a lot to offer on the food and beverage scene. When planning your trip to New York City, check out one of the many bars in town. Long Island has a plethora of bars with everything from drink specials to food specials to karaoke and billiards. 

Best Bars and Speakeasies in Long Island, NJ
Image via Flickr by mkorcuska | Licensed by CC BY-SA 2.0

Charlotte’s Speakeasy

For a unique barroom experience, check out Charlotte’s Speakeasy, located behind the secret bookcase doors past Charlotte’s Desserts’ frozen yogurt handles at 294 Main St. in Farmingdale. You can enjoy a cocktail or two while taking in the rich history at Charlotte’s Speakeasy. You can use the password of the week found on their website to enter. Enjoy menu items such as baked clams oreganata, mozzarella fritta, stuffed mushrooms, chicken wings, or stone-fired pizza with your margarita or old-fashioned. They also offer a wide selection of beer and wine.

Charlotte’s hosts live music almost every weekend and are only open Thursday from 7 p.m. to 10 p.m. and Friday and Saturday until midnight. They’re also available for private events anytime Sunday through Wednesday and until 5 p.m. on Thursday through Saturday. Who wouldn’t love to host a special event in this 1920s lounge?

Rhum

Enjoy some cocktails with friends at Rhum, located at 13 E. Main St. in Patchogue. Rhum offers a unique tri-level venue complete with a rooftop experience if you’re interested in dining and drinking under the stars. You’ll find a full-service bar on the first floor, a dining room on the second floor, and a rooftop bar on the third floor. The first-floor bar offers a gathering space and seating, while the rooftop bar includes lounge seating and a swing. In the winter, you’ll find heated rooftop cottages to provide you with a nice, warm space.

Rhum opens daily at 11 a.m., and reservations are highly recommended if you wish to enjoy a rooftop experience. Enjoy a little slice of island life at Rhum, no matter what the weather’s like outside. Grab a daiquiri or pina colada, and then order some jerk chicken tacos, Dominican ribs, or Caribbean mahi. When you fall in love with Rhum, don’t forget to join their Rhum Rewards for discounts on food along with special Neighborhood Night and Birthday offers.

The Whiskey Barrel

For an experience like no other, check out The Whiskey Barrel at 138 Main St. in Port Jefferson. They’re open daily from 11:30 a.m. to 2 a.m., with kitchen hours until 11 p.m. The Whiskey Barrel has live music three nights a week with blues on Tuesdays, jazz on Wednesdays, and contemporary and traditional rock on Fridays. Try one of their flights with your choice of any combination of their tap beers, wines, spirits, and whiskeys. Whiskey options include Brown Sugar Bourbon, Michter’s Unblended, Whistlepig 10-Year Rye, and Eagle Rare Bourbon.

While you’re at The Whiskey Barrel, order a pub pretzel, wings, fried pickle chips, or coconut shrimp to go with your cocktails. If you’re in the mood for a little something more, go with the marinated steak sandwich, avocado chicken wrap, Cuban, or Barrel burger. The Whiskey Barrel also has a wide selection of cigars for you to try, such as the Ashton 898, CAO Brazilla Lambada, My Father La Opulencia Robusto, or Liga Undercrown Gran Toro Maduro.

Gatsby’s Landing

Gatsby’s Landing is a fine dining restaurant with an excellent bar that features Happy Hour on Monday through Friday from 4-6 p.m. with half-price house cocktails and wines. Gatsby’s Landing is open Monday through Thursday from 11:30 a.m. to 10 p.m., Fridays until 11 p.m. On Saturdays, they open at 11 a.m., and Sunday hours are 11 a.m. to 9 p.m. with brunch until 3 p.m. Enjoy this fine dining experience at 1362 Old Northern Blvd. in Roslyn.

While you’re at Gatsby’s Landing, start with a black widow made with Blanco tequila, fresh lime, basil, blackberries, and agave, or a Campari orange martini with orange-infused vodka, fresh lemon, and blood orange. Wine options include La Marca prosecco, Gemma Di Luna moscato, Chloe merlot, and Stags Leap petite sirah. You’ll also find a selection of beers, such as Blue Moon, Blonde Ambition Blonde Ale, and Guinness.

If you’re at Gatsby’s Landing for lunch, try the shrimp frittata with shrimp, egg whites, spinach, and tomato, or the smoked salmon club topped with tomato, lettuce, avocado, and gribiche on a multi-grain bun. Start with the crab cake, crispy calamari, or Gatsby’s sliders for dinner. Savor the macaroni with Gatsby’s vodka sauce or rigatoni with roasted eggplant, taggiasca olives, capers, and ricotta cheese for pasta options. Entrees include grilled lamb chops with pistachio, farro, minted yogurt, and cherries or filet mignon served with sauteed spinach and potatoes au gratin.

Port Jeff Brewing Company

Another great option is the Port Jeff Brewing Company, a small-batch craft brewery located at 22 Mill Creek Road in Port Jefferson. Craft beers available year-round include the Party Boat, Beach Beer, Porter, Schooner, and Trippel H. Special Release beers such as Orange Dream, Shiznit IPA, Apple Brandy Barrel-Aged Cold North Wind, Life Preserver Lager, and Overboard Russian Imperial Stout are also available.

Port Jeff Brewing Company also offers several seasonal beers, including Cold North Wind Barleywine, Ice Breaka Winta Warma, and Starboard Oatmeal Stout in the winter, Ryes-N-Bok in the spring, and Boo Brew for fall. IPA options are Low Tide Black IPA, Bash IPA, Dis-Go Session IPA, and 5inko IPA. The Tasting Room is open every day except Christmas from noon to 8 p.m. You can get pints, crowlers, growlers, and flights, as well as beer to-go in the Tasting Room. Tours are available on Saturdays at 4 p.m. if you’re interested in learning more about the brewery. There you have it. The team at MAXIM Hair Restoration of New York hopes you find a bar or two to enjoy on Long Island. If you have a favorite that we missed, reach out to us at 802-370-3227 or via our convenient online messaging system. We’d be happy to check out your top pick for Long Island bars to add to our list.