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In article ,
says...

I am weighing whether to take boat (Eastbay 43) by truck from near Ft.
Lauderdale to either Chesapeake Bay or to Long Island Sound for
extended summer cruise. Some of my considerations: (1) crowdedness in
good anchorages and in marinas; (2) hurricane damage repair (markers,
changes in depths not newly charted) in Chespeake Bay; (3) relative
merits (not a provacative question!).

I would second Trawler Boy. Once you have your boat on the truck, might
as well go where the real cruising is -- Maine.

And no, the CG does not shoot on sight in Long Island Sound. But it's
not really all that interesting a place in high summer.