Hi -- I tried to make out what's happening with your family relationships. I am not in the least an expert on people, and I am sure someone else will jump in with something more insightful. People in your family are not terribly happy or motivated and tend to take the path of least resistance. They take pleasure where they can, and are not driven to strive towards anything in particular. Your mother feels entitled, and responds childishly and resentfully if she doesn't get what she wants. Tweaked sounds like your brother is on uppers of some kind. Doesn't sound good. There's some kind of dependency between them, and it likely doesn't bring out the best in them. Boundaries are often unclear/unhealthy, and this leads to hurt feelings.

I'm sorry you lost your boat! Being on the water can be such a joy.