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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!).

Hi to a fellow GB owner.

Once you have your boat on a truck, do the best cruising in the east. Go
to Northeast Harbor, Maine (need marina reservations, like, NOW) for a
few days (Acadia National Park and great day trips down east) then
meander through uncrowded anchorages and neat lobster villages to Camden
(need reservations at Wayfarer NOW). Take 10 days to go that 120 miles
or so. A trip of a lifetime...but be prepared for big time FOG.

Read Taft's Guide to Cruising the Maine Coast. Go July or August.