The Natural History Museum is amazing. As for eating...go to Little Italy. Some of the best food I've ever had came from that area. Though sadly I don't remember their names off the top of my head. My suggestion is to go for places that aren't obvious. Like...don't eat in Times Square, for instance. Find some little pizza place off in a corner of the city somewhere.
We stayed fairly close to Times Square (maybe like 4-5 blocks away), and there was a comedy place right near there. We went to it one night just for something to do, and there were about 5-6 people in the audience. At the very end, Jim Gaffigan came out. That was a crazy experience, it was like a private show. I felt bad for the earlier comedians. There were definitely times where I was the only one laughing, and that was only because I felt bad that no one else laughed.
Go into random stores on Fifth Avenue and laugh as all the employees look at you like you don't belong. And then watch your wife try on a $500 Gucci belt while the security officer stares her down.
Also take a goddamn taxi at least once.
I really miss NYC. I've only been there twice, but it's such an incredible city. If you find yourself with nothing to do at any point, you've messed up.
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