For those who do not spend a lot of time in New York City, you learn pretty quickly that you might need to solicit investors to afford going on a date (power-point presentations and all). Luckily, PB has got your back — here are some great, affordable date ideas.
The High Line
The High Line is a walking-park on the west side that was built on the remnants of the old West Side Line of the New York Central Railroad. The park itself is a long, thin, raised platform that rises up at 34th street and continues down past 14th street. The views unbelievable, and stands are set up all along the walk by artists and artisans selling all kinds of great items (and yes, food too). While day-dates may have a bad reputation, the high-line is unique and cool enough to be the ideal neutral environment in which start something new.
LOCATION: 10th avenue between 34th street and Gansevoort
PRICE: Free to the public
Baracde
If you’re venturing out to Brooklyn, check out Barcade. You and your date are sure to have some success on the old school arcade games. Then split a pitcher of beer and let her talk about what video games her brothers made her play when she was growing up.
LOCATION: 388 Union Avenue in Brooklyn
PRICE: $.25 per game

Roosevelt Island Aerial Tram
If you are like most of us here at Poor Bachelors, your apartment most likely lacks a picturesque view of the Manhattan skyline. So if she won’t feel like she is walking on clouds at your place — take her to the Air Tram. Open from 6 am to 3 am on weekends, the Air Tram provides some incredible views of the city (especially at night) and, if you’re lucky, will provide a private place for both you and your date to “get to know each other better”.
LOCATION: 60th street and 2nd avenue
PRICE: $5 per person
Tango With Jon
As long as you are confident in your dancing abilities, look into Tango with Jon. With tango lessons every Tuesday night, you can show your date how fun you are and how well you move with your fantastic footwork. The lesson comes with free wine, so even if you or your date are a bit timid at first, you should be feeling the rhythm by the end of the lesson.
LOCATION: 353 West 48th street
PRICE: $25 per couple
Upright Citizens Brigade
The Upright Citizens Brigade has launched the careers of some great comedians, including tons of SNL cast members. Going to a comedy show proves to a girl that you have a great sense of humor, which I’m sure if you polled a random sample of women, you would find is a very attractive personality trait. Grab a few drinks at the Trailer Park Lounge (don’t let the name fool you) beforehand to loosen the mood and make the show that much more enjoyable.
LOCATION: 8th avenue and 26th street
PRICE: $5 per ticket