I wonder about the actual workability of this scheme. The cities mentioned cover a large area and have things like buildings and airports. Due to the airports

I wonder about the actual workability of this scheme. The cities mentioned cover a large area and have things like buildings and airports. Due to the airports, you can't fly too high without air traffic clearance. You can't fly too low or the buildings are going to block large portions of your view. From a practical point of view, you are going to be limited to flying over specific segments of the city, which leaves your and the city that authorized your flights open to lawsuits claiming that you are profiling residents of that specific neighborhood.