Good water can be found, I find it every day on the Wye. I only ride on the Wye and know a couple others that do as well. Plus my parents have a place on Bennett Point so that is the only place I ride. The deeper inland the better, hard to find smooth water on the chesapeake.
They have friends on the Chester and its always blown out over there, plus its shallow water. 6ft where they live.
I wouldn't mess with anything on the Annapolis side on weekends, boat traffic is insane. Stick to the eastern shore (you are already over here) and you should be good.
(Message edited by drewdown on July 22, 2008)