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New York Singles: Guide for Dating in New York

Looking to impress a date New York City? Whether you’re new in town or a life-long New Yorker, here are a few fun date ideas to consider in the Big Apple.

Dating in New York: Walk!

Ditch the car. New York has the most extensive mass transit in the country. Explore the very pedestrian-friendly city on foot, by bike, take a cab or ride the subway. Wander through the evening’s chosen borough — The Village is a great place if you love bistros, jazz clubs, and great art — and discover hole-in-the-wall gems you wouldn’t notice just driving through.

Dating in New York: On the Rooftops

New York City has some of the greatest high-rises in the world. Take your date to new heights and dine above the city streets.

When the weather’s lovely, the Met opens its romantic rooftop garden café on Friday and Saturday evenings. It’s a great first-date spot for sipping cocktails while you swoon over the view.

The Bookmarks Lounge is a garden rooftop at the Library Hotel with great views of Midtown Manhattan, both Top of the Strand and 230 Fifth offer prime views of the Empire State Building, and ‘70s-inspired Jimmy at The James Hotel serves up a 360-degree view of Soho.

If you want a little activity in your rooftop adventures, check out City Ice Pavillion, Queens’ only rooftop rink.

Dating in New York: The Big Green

With over 28,000 acres of municipal parkland, an outdoor date in New York City should be an obvious one.

Central Park, the world-famous 883-acre park Manhattan is the most visited park in the country and for good reason: Ice rinks, the Central Park Zoo, the Central Park Conservatory Garden, Belvedere Castle, Swedish Cottage Marionette Theatre, and the historic Carousel all call it home. Go for a stroll, have a picnic, splurge on a carriage ride, or dust off your rollerblades for a fun, affordable date that celebrates your beautiful city.

Some other green spaces worth visiting: Prospect Park in Brooklyn, Flushing Meadows-Corona Park in Queens, New York Botanical Gardens in the Bronx, and Washington Square Park in Manhattan’s Greenwich Village.

Dating in New York: Fun, Fun, Fun

Dating in New York City doesn’t have to be serious.

Enjoy some flirty/competitive laser tag at NYC Paintball in Queens. Play ping-pong at SPiN. Revisit childhood favorite board games while drinking adult beverages at East Village’s Common Ground.

The Whiskey Brooklyn has a fun game room, complete with arcade games, photo booth and Foosball. Cheer on your team — seven screens follow most major league sports — while you challenge your date at Shuffleboard.

Embrace your inner preschooler when you meet up for drinks, and sip on Momofuku Milk Bar’s addictive “Cereal Milk.” (To complement: try the “Compost Cookie.”)

Laugh the night away at Greenwich Village’s famous Comedy Cellar. You might even catch a surprise performance by a comedy legend. (Chris Rock and Aziz Ansari have been known to show up unannounced.)

If you like your fun cheap — or free — you’re in luck:

Free plays and musical performances take to Summerstage in Central Park every summer. Magnet Theater offers free Intro to Improv classes. BAFcaf in Brooklyn hosts free live jazz/world/R&B every weekend. And you’ll find The After Party, a free Broadway-inspired open mike, in the basement of Laurie Beechman Theater in Midtown every Friday.

Dating in New York: Get Cultured

It’s been called “the cultural capital of the world.” New York City is a world-class contender in art, cuisine, opera, theater, music, museums, fashion, literature, and independent film. There’s no shortage of museums to visit, music to enjoy, or fashion to covet.

Enigma’s outdoor mystery theater will take you on a walking tour of historic Brooklyn Heights. And Sleep No More will suck you in as a member of its masked, moving audience.

Get inspired by modern art at the MoMa — there’s always a new exhibit worth lining up for — or visit the former mansion of steel magnate Henry Clay Frick in the Upper East Side to ooh and aah over the Frick Collection, an impressive compilation of paintings and sculptures by some of Europe’s greatest artists.


Dating in New York: Learn

It has been said that you learn something new every day. Make your date an educational one and take a class together.

Foodies can make their own pizza at Pizza a Casa Pizza School, perfect French macarons at Mille-Feuille Bakery Cafe’s workshop, or — if you’re comfortable with each other and you’re planning Date #31, not Date #1 — concoct a sensual meal for two courtesy of Appetite for Seduction.

Chocoholics, try your hand at making chocolate at JoMart Chocolates.

Artsy folks will appreciate Paint Along, a two-hour paint class that lets you drink — it’s BYOB — while you create. Graffiti artist Jesse Edwards offers an introductory class to graffiti art, tagging and lettering. And at Mud, Sweat and Tears, you can reenact that infamous scene from Ghost as you make your own pottery.

If you’d rather be an action hero than Patrick Swayze, take your date to Westside Rifle & Pistol where you’ll learn to shoot .22 caliber rifles together.

Dating in New York: Sporty

Keep things casual — and bet-a-beer worthy — by opting for a sporty date. Cheer on the Yankees, Mets, Giants, Jets, Rangers, Knicks, or Red Bulls either at the game or at a sports bar.

If you like sports live, but would also rather save your cash, check out some minor hockey. The Brooklyn Aces’ tickets cost a fraction of the Rangers’.

If you would rather be active than watch others, you can perfect your swing at Chelsea Piers’ heated driving range, hone your competitive Skee-Ball skills at Full Circle Bar (the national home of Brewskee-Ball), rent a rowboat at the Loeb Boathouse in Central Park, embrace your inner Robin Hood at Pro Line Archery Lanes, or spend the entire evening at Brooklyn Bowl, where you can bowl, dine and dance at a single venue.

Dating in New York: Touristy

Just because you call New York home doesn’t mean that you can’t be a tourist in your own backyard. Channel the romantic ending of Sleepless in Seattle — spoiler alert! — and meet your date at the top of the Empire State Building.

Where haven’t you been? Ice skate at Rockefeller Center, or ride the Wonder Wheel on Coney Island. Be a kid again at FAO Schwartz. Attend the Macy’s Thanksgiving Day Parade (or the Halloween Parade in Greenwich Village). Line up for Broadway rush tickets. Get an international education at the United Nations Headquarters. Enjoy cheap drinks on the (free!) Staten Island ferry as you check out the nation’s most famous statue.

Celebrate your city as visitors do.

Dating in New York: Old-School

Living in the past? Plan a retro date.

New York was considered a center for jazz in the ‘40s, and still remains a hot spot for live jazz every night of the week. Check out tiny jazz joint and wine bar Louis 649 in the East Village, or Cleopatra’s Needle on the Upper West Side.

Take swing dance lessons at Dance Manhattan Studios, then head to Raines Law Room, Death + Company, or Apothéke, all modern-day speakeasies.

Cobble Hill’s Clover Club feels like it belongs in the 1920s, with its paneled walls, retro cocktails and jazz standards and ballads serenading patrons every Wednesday evening.

Skip a couple decades and walk into The Astor Room, a ‘40s-themes supper club, complete with live jazz piano and cocktails named for Hollywood legends.

McSorley’s Old Ale House is the oldest Irish tavern in the city, dating back to the mid-1800s. The floors are covered in sawdust, and the faded American flag hanging from the entryway has only 48 stars. Order a beer — dark or light are your only options — and sit back when the bartender slams the half pints down on your slightly sticky table. There’s only one rule here: Be good or be gone.

Dating in New York: Movie Night

Want to catch a movie? Your city is the world leader in independent film production; so for a memorable night out, opt for something a little less commercial.

If you’re still looking for that perfect retro night out, Williamsburg’s one-screen Spectacle Theater often screens silent films, accompanied by live music. You’ll find rare films and cult classics here, too.

In the spring, the Tribeca Film Festival takes over Lower Manhattan. Catch a screening that includes a Q&A with your favorite director and try to predict which flicks will become award-season darlings later in the year.

The retro Brooklyn Heights Cinema showcases independent, foreign and art-house films. As an added draw, they have a cappuccino bar — and offer their in-house specialty: chocolate coke!

At the Film Forum is New York’s only autonomous nonprofit cinema. The three-screen cinema presents works by emerging filmmakers, foreign art films, American classics, and retrospectives. Here you’ll find films that other theaters wouldn’t take a chance on.

At Nitehawk Cinema, the go-to date of dinner and a movie is combined into a delicious (and boozy, if you so choose) movie-going experience. Enjoy tableside food and beverage service — nightly specials are concocted to complement your movie choice — as you watch independent films and cult favorites.

Learn more about New York Singles!