Dean B wrote:

I have some air miles that I need to use up and would like to charter
a boat on the east cost of the United States next summer. I am
looking for a place with wind; more than anything else, I dislike
using the motor to get around.

Two words... Buzzards Bay.

I expect to anchor every night and
don't intend to go on any offshore passages. Cute little ports are
nice if you need to pick up groceries or a little resturaunt food. I
also like anchoring at state parks that have day hikes.

Chesapeake Bay looks promising or Florida may have something to offer
as well but I have little idea about the wind and park situation.

Neither have much wind in the summer, and both are often beastly hot.
Actually the lower Chesapeake is a bit more reliable for sea breeze in
the summer, but it still gets hot and it doesn't compare with the daily
hurricane on Buzzards Bay. There, and Cape Hattaras (which is not at all
a good place for sailing.... windsurfing, yes) are the two best places
for wind I know of on the East Coast.

Fresh Breezes- Doug King