Will this work? Please suggest the best route. Tuesday morning, plan to leave Chincoteague Island drive south across the famous Chesapeake Bay bridge then over to Skyline Drive. We have a rental car we need to return to BWI, before we take the train into DC. We will be leaving Tuesday morning, August 20th. Should we go all the way to Rockfish Gap, or is there another starting point? We are 2 adults, 2 teens. We have a hotel at Dupont Circle for Tuesday night. We are hoping to see deer and beautiful scenery. No bear sighting required!