New York City is a magical but overwhelming place. The list of things to do and places to go can be daunting for a first-timer or a New Yorker stuck in their routine. Similarly, planning a unique, extraordinary date tailored to your loved one can be overwhelming. Luckily for you, the combinations of vibes and activities are endless in the Big Apple, so with a little guidance, you can plan the perfect date.

Watch a UCB Show

Amy Poehler, Matt Besser, Ian Roberts, and Matt Walsh founded The Upright Citizens Brigade Theatre in 1996 after noticing the lack of "Chicago-style" long-form improv in NYC. Now a theatre and training center, the institution offers improv, sketch, and stand-up shows for $14 or less. Try to catch their famous ASSSCAT, which usually features a surprise, special guest.

Chill at Bryant Park

Time Out

Drink at Lovers of Today

Dom in NYC

Alphabet City's smallest treasure sits across Tompkins Square Park. The romantic speakeasy isn't cramped or stuffy, but still manages to be cozy. Grab one of their specialty cocktails to experience an intimate but exciting evening.

Explore a New Neighborhood

New York Criminal Lawyer

Adventure is just a hop and a skip off the MTA. Choose a neighborhood (or a borough, for some of you) that you've never explored before, and just stroll. Sometimes just roaming around is half the fun of being in New York! Don't rely on your phone to show you where to go. Talk to the locals, get to know the history, and enjoy.

Go to a Museum off Museum Mile

Design Boom

Jump around in a breast-shaped bounce house at the Museum of Sex! Listen to an American mob expert at The Museum of The American Gangster! Take a train all the way uptown to explore Alexander Hamilton's home! The possibilities are endless.