Q: "A boy looking at how this historical place was constructed." Does this mean that "a boy looks on at a historical place"?
A: yes

Q: "Kite surfers are surfing in a shipping harbor on a clear windy day, in the background is a snowcapped mountain." Does this mean that "There are multiple people present."?
A: yes

Q: "A older man, a middle-aged man, and young man are each sitting on a horse and looking in various directions, in a corral near a large tree." Does this mean that "A boy, his father, and grandfather on horses."?
A: it is not possible to tell

Q: "A couple are looking at an area map." Does this mean that "The couple are looking at a piece of paper."?
A:
it is not possible to tell