Re: looking at a 1999 Capri 1850
Without looking at the boat the asking price seems to be within the "norm" for that year and model. Of course there is always room for some downtalk.
The biggest issue with any boat - be it a Bayliner or whatever is previous owner care. A good owner will always keep a log book to tell when certain maintenance items were done, i.e. oil change, tune up, etc. Ask him if he has one or where the maintenance was done. Then go talk to those folks.
If it has the 4.3L motor then it should be a very nice boat. Plenty of power for skiing, wakeboarding and so on.
Your fuel economy will be completely relevant to your hand - they can suck some fuel so keep it as gentle as you possibly can.
They are good family boats. I wish you well in your purchase and hope you can get a marine survey done on her before the purchase. It will save you many headaches down the road.
Hey - summer's coming up, have fun and be safe!!!!!