Good. I know I can get a bit wordy, and I have had too much caffeine today.

Here is a photo that shows exactly what you thought was happening in the map. It was taken at low level (maybe a couple hundred feet).

http://www.gwu.edu/~nsarchiv/nsa/cuba_mis_cri/41.jpg
It was taken by an RF-101 (notice the shadow of the plane in the lower right corner). Notice the masts on the ship look farther apart at the top than at the deck.