[T37Chef]

All the previous suggestions are good ones! Swan Creek is a great sail and a beautiful creek. Try to get some crabs at Waterman's Restaurant in Rockhall. In addition, to whats already been suggested...the Corsica river off the Chester River is a fun day sail. If you head up to the Magothy, behind Gibson Island, but go alllllll the way back and watch your depth, Hawks Cove gets very crowded on the weekends as does Dobbins Island.
If you get a early start St Michaels is not out of the question but you would probably would want to do an overnight there. Try to get to the Maritime Museum if your there.

One of my favorite places on the eastern shore north of the bay bridge is Still Pond, just North of Fairlee Creek. Its a bit hard to find and to get into (you will be so close to the shore when entering you need to watch your mast with the trees) You can locate it on the chart by finding the Coast Guard station.

PM if you have more interest. My email has never worked with Sailnet and they cant seem to fix it?