Okay, I can help with the scarf/hat the womans wearing in the first picture. I think it was called a petal something, ANYWAY I OWNED ONE. Bought in the summer of 68 or 69 in NEW JERSEY and used in 1970 in Florida. It tied at the back of neck, it was not a bathing cap.
Re first pix. I find the man in the background entering the building interesting because you can see his reflection in the glass. I am not sure if he is entering a double door or not, but there are also reflections on the window to the right of him, or maybe it is writting such as the name of the restaurant or lounge he is entering.
And there is the palm tree on the second floor.
I lived in Wildwood NJ the summer of 69, we did not wear tons of make, in fact none at all and certainly no high heels. We were hippies, earthy people, mini dresses, and barefeet, lots of t shirts, tied dyed of course and the hair was loose and free. The shag was not yet popular. I never saw that until 1970 after I was in Florida.