The second photo, I'm pretty sure, is Blue Mountain Beach, the intersection of Blue Mountain Road and 83, as seen from the hill, and it's way back in the early 70's.
This is Tucker Bayou at the boat ramp on Scenic 395 in old Point Washington. The Truman Show asked for the boat to be moved so they could film the ferry scene. Apparently, even though the dock was public, it was a gray area since Mr. White had his boat there for so long. He said he wouldn't move it but money changed hands and the boat was moved.
At the time this happened there was a real dock there (although very worn out and crooked), more than the planks seen in this photo. The Whites might have built the dock?