Hard to say any one thing—there are literally millions of them. You *could*, I suppose try for tix to the Tonight Show if that appeals to you. Otherwise, NYC (and it will get plenty of catcalls here) is an incredible place just for the sheer electricity coming off the sidewalks and the idea that no matter where you look, at whatever angle, there is something interesting to look at. The only place I’ve found that is close in that regard is Paris, certainly not all of it, but it does not have the electric sidewalks.
Any mainline tourist location is likely to be lined up for a considerable amount of time. While perhaps the Empire State Bldg is the main attraction, the Chrysler Bldg is quite a bit more remarkable, IMO. The big museums will eat up several hours.
Hope you enjoy it! You’re wise to get your ducks lined up in advance. Bring lots of money.
Take him to the mayor’s office and show him what a real live communist looks like.
thanks! never thought of the Chrysler building.