I have only seen one boat swamped by another boat, it happened to be the guy who owned weekend warrior trailers, he passed a wake boat full of about 15 people floating close to shore, helped a few chicks get to shore (about 10 ft) and grabbed some cushions and a couple free beers
Wish I had pics of my old marine stadium boat, I would show you what rust through looks like, one cross bar just fell out basically. I don't see anything in pics I would be too worried about, for the price of a new trailer i would run it, maybe do the couple really bad pieces.
For some sun and to relax maybe horny corner Alamitos harbor, real beach setting seal beach pier, beach with people watching Huntington beach pier. We hit Bolsa often, ok beach with some bands playing if its the weekend.
It will be fine; you can hit ever bar and stop up to sundance, even big bend, spot right below foxes will get you, so don't mind the dirty looks you get when you run that beast on the cali side for a few minutes to miss rock bar, I usually wait until no one is coming down river.