100 Things to Do in Annapolis and the Eastern Shore Before You Die

The Chesapeake Bay region is an astounding place, boasting more miles of shoreline than the entire West Coast. It’s home to a thriving community of water-loving creative spirits and one of America’s oldest capital cities—beautiful Annapolis. With 100 Things to Do in Annapolis and the Eastern Shore Before You Die as your guide, locals and visitors alike will unlock the many treasures this region has to offer.


Go back in time on remote and disappearing Smith Island, whose residents trace their lineage to the 1600s. Run in the world’s shortest foot race: a heart-calming 0.5K. Sample the fare at a haunted tavern once frequented by Ben Franklin. And no visit to the region would be complete without a bushel of blue crabs, served the Eastern Shore way.


Author and reporter Susan Moynihan’s own childhood sailing on the Bay helped her turn her love for her hometown into this insider’s look at the region. Whether you’re coming to tour the Naval Academy, wander Colonial-era streets, or get out on the water, you’ll be amazed by the diversity awaiting you in Annapolis and Maryland’s Eastern Shore. With this indispensable guide, you’ll never run out of new things to do “by the Bay.”