Cool set. Love the city and enjoying it in that plane looks like fun. 8-)
Looks like early dusk to me. In Chicago, when weather permitting, there's still quite a few boats out at that time and some even into the night. When you have a city, and a well-lit one at that, as a background, it's understandable as to why they're out that late.
I know I would be out there

...........if only I could
The mind is like a parachute...it only works when it's open.