Shakespeare in the Park is one of the most famous New York summer events and it's free! The tickets are not easy to come by, but experiencing the open-air amphitheater smack in the middle of Central Park would be so amazing. This summer Modern Family's Jessie Tyler Ferguson will star in The Comedy of Errors.
In my single days I went on a few dates to the Upright Citizens Brigade. The famous improv comedy theater is the perfect date spot, it's cheap, fun and funny. This summer I would like to take my husband on a date to the mother of the improv shows, Asssscat, where famous comedians and SNL alum show up on a regular basis.
The Hudson River Valley is so stunning and I've heard Beacon has a lot to offer in the way of shopping, eating and culture, and only an hour outside the city, it will make a perfect day trip.
Vegas meets New York, I had to put one party item on my list for my last summer in my 20's, and I choose a rooftop pool party. Even if the close quarters and sweaty bodies get to me after one drink, I will be able to cross it off my list.