Eastern Shore of Maryland

Come see what’s on the other side of the Chesapeake Bay Bridge. Popular spots are St. Michaels, Oxford and Cambridge, Maryland. Others prefer Chestertown with its colonial ambiance.

We hope you’re hungry for Maryland’s blue crabs!

Embark on a full-day tour of Maryland’s beautiful Eastern Shore, starting with a scenic drive across the Chesapeake Bay Bridge and a stop on Kent Island for breathtaking views. Explore the colonial streets of Chestertown, home to Washington College, before continuing to your choice of two charming destinations—Easton, Cambridge, Oxford, or St. Michaels. Stroll historic towns, learn about local heritage at cultural sites, and enjoy authentic Maryland seafood such as crabs and oysters.