NE Md.
In the northern Chesapeake (Harve de Grace, Sassafras River, Bohemia River, North East, Elk River, etc.) most of the marinas are 'up' rivers, etc. which requires a 'lot' of travel time down the rivers to get to the bay proper - plus you have to suffer continutally running the gauntlet of continued stinkpot wakes in the rivers. Consider driving an extra hour down to Rock Hall MD, Tolchester Beach, or Worton Creek, etc. If you select a marina at the upper head of the bay, besides the usual long trip TO the bay you are limited to 'only going south'. Being more centrally located on the bay such as in Rock Hall, etc. your choices of easy destination (St. Michaels - Eastern Bay - Wye River area, Chester River area, Annapolis, Baltimore, etc. etc, etc. etc. etc.) multiply greatly.