Q: "Someone with a blue hat on, standing at a overlook looking at a bridge and train tracks." Does this mean that "A person at an overlook."?
A: yes

Q: "A shot of bicyclists in a race with the background blurred by their speed." Does this mean that "People are on bicycles outside"?
A: yes

Q: "A black and white dog wearing a harness licks a brunette wearing glasses." Does this mean that "A woman and a pet."?
A: yes

Q: "A shirtless man is sitting on the ground holding fruit." Does this mean that "The man is holding an apple"?
A:
it is not possible to tell