From the sound of it it seems like you want a little room but possible to handle and stay on budget
. You might do well with an early 1980's trawler
with twin screws. Either a double cabin
or sportfish setup depending on if you really like fishing
. In the 36 ft range makes a sizable space you could spend a month or so on it. You can save a little money
on the single
screw. Basically this can get you around with a little bit of weather
. If you want full ocean adventure your budget
is a might bit short. For places like the Chesapeake and ICW
you would be in great shape. There is no way you could live long enough get to every place just in those limits.
I have two retired military neighbors and that is exactly what they do. When you go boat shopping
it's about the condition more than the brand. Brand names are what they used to be and not what they are when you come along.