I spent a few days in NYC last Summer. Between a lot of sightseeing and shopping, I squeezed in a session at the Brooklyn Banks on a Saturday morning. There were only a few dudes and the vibe was super relaxed, dudes cheering each other on and such.
The banks are not as easy to skate as they look but I still managed a few tricks, including a kickflip after almost an hour long battle... But that's rather a testimony to my meager skillset than to the gnarliness of the sport. I also had very small wheels (below 45mm), a bit larger would have helped to get further up the banks. Here are my clips of the banks (the other clips are in Paris and Hamburg).
As for food, I did the typical touristy stuff, aka hotdogs at Gray's Papaya, cream cheese and lox bagel at Russ & Daughters, pizza slice at Bleecker Street Pizza, cheese cake at Junior's (they have several diners in Manhattan), donuts at Krispy Kreme. I was very happy with all of these food items. I also had a very good cheeseburger and the largest mille-feuille I ever saw at Au Cheval (33 Cortlandt Alley) but this requires a reservation as the place is always full.
Hope that helps.