The Bay Coast Railroad operated the former Eastern Shore Railroad line between Pocomoke City, Maryland, and Norfolk, Virginia. The railroad interchanged with the Delmarva Central Railroad in Pocomoke City and Norfolk Southern in Norfolk; the interchange in Pocomoke City had been with Norfolk Southern prior to December 2016, when the Delmarva Central Railroad leased 162 miles (261 km) of Norfolk Southern track on the Delmarva peninsula.

The Little Creek-Cape Charles Ferry was a passenger ferry service operating across the mouth of the Chesapeake Bay from the 1930s until 1964. Known also as the Princess Anne-Kiptopeke Beach Ferry or Little Creek-Kiptopeke Beach Ferry, the service connected Virginia Beach, Virginia with Cape Charles on the Eastern Shore of Virginia. Departures from and arrivals to Cape Charles were matched with times of Pennsylvania Railroad passenger trains such as the Del-Mar-Va Express and the Cavalier that operated the length of the Delmarva Peninsula.