Re: HELP with buying new boat in Hampton Roads Virginia...
Good idea to walk around the docks and look; good way to learn about design options.
Check craigslist in yours and adjoining cities if nothing else but to check the market.
I would not recomment a pontoon boat for your area, esp. if you are boating out of Lynnhaven or Rudee. Current can be tricky. Also avoid aluminum due to salt.
It will be hard to fit an enclosed head on a 19' boat. Those bayliner types are nothing but cramped. But if you are new at it, you also don't want a big boat that may be harder to handle--regardless of motors there's a lot of physical exertion with docking and especially trailering (consider whether you will keep it in the water, boat hotel or you will be launching yourself). Consider the boat clubs since you are new at it.
Just take a serious realistic look at how often you will go out: will you go out without your adult children, or just on weekends with them? How many free weekends do you ALL have for the rest of the summer, and divide by 2 for weather.
You will probably want a small cuddy or walk-around. Look at Grady Whites for design but they are real expensive. Sea Chaser is a less expensive alternative.
Rather than wall the small children in, put them in PFD's and teach them how to be safe and to move around the boat. (Like "hands in your lap" at the dock.) They can then grow up to be boaters and not passengers, and you can have a better boat.