Ken - welcome to Striped-Bass and welcome to Bahstin - what will you be doing up here?
Are you looking for an open center console, dual console or something like a small walkaround for the family?
Me, I will be in the hunt for an old 23 SeaCraft which I'll probably need to go to Tampa to get
... But towable boats that I'm fond of and good for fishing - I like the Seaswirl 21 Dual Console which would be excellent for the Harbor & a family but slightly bigger and slightly more money than you're talking (not much tough) and a 21 is definately better than an 18 for the harbor.
Do you know where around Boston you'll be moving too? Towing can be rough depending on where you are and we probably have far fewer ramp facilites per boat thanwhat you are accustomed to. That being said, your still probably better off dealing with towing a 21 footer if you can than a 19 just because the extra size DOES matter here. Very confused seas up here from all the boat traffic confined in a relatively small area.
Oh, one more thing, it would definitely be cheaper to buy a new boat down your way and bring it up (or have the factory ship it) then to by it here. We are so fortunate up here to pay an extra 15-25% on everything marine related compared to you unlucky Florida guys & gals
I like the FS forums too, I don't head in too often but there are some funny threads there - tons of info too...
Again - welcome.