This weekend, I took a friend (Claire) on her first flight. The weather was perfect and I decided to take her on one my favorite sightseeing destinations, which is NYC Skyline as seen from the Hudson River.
The best way I have found to do this is the following the rules laid out by the FAA for the Hudson River Special Flight Rules Area (SFRA).
You can download a cool kneeboard cheat sheet that shows all of the frequencies and procedures from the FAA site here
You can see the video recap of the flight here: