The Dead Keep Watch Tour

For more than three centuries, Annapolis has stood along the waters of the Chesapeake Bay, watching ships come and go, wars begin and end, and generations of people disappear into history.

Its beautiful colonial buildings and quiet streets tell one version of the city's past.

The darker stories are considerably less comforting.

Welcome to The Dead Keep Watch, Ghost City Tours' adults-only walking ghost tour through the haunted and often disturbing history of Annapolis.

Behind the stately architecture and picturesque waterfront lies a city shaped by power, ambition, conflict, and death. Annapolis was once a thriving colonial seaport, a place where fortunes were made, human lives were bought and sold, and the consequences of war and hardship reached far beyond the harbor.

History remembers the famous names and grand buildings. But what about the people whose stories were forgotten?

And what if some of them never truly left?

On The Dead Keep Watch, you'll explore the darker side of Annapolis through accounts of tragedy, disturbing historical events, mysterious encounters, and the ghostly legends that have survived long after the people involved were buried.

Your guide will take you beyond the postcard version of Maryland's capital, uncovering the unsettling stories associated with its past. Some are grounded in historical records. Others survive through eyewitness accounts, local folklore, and generations of whispered warnings.

This is Annapolis without the polished history-book version.

Designed specifically for adults, The Dead Keep Watch explores mature historical themes, darker legends, and the kind of ghost stories that aren't always suitable for younger audiences. There's no need for theatrical jump scares when the past itself provides enough reasons to feel uneasy.

You don't need to believe in ghosts to appreciate the stories. But as you walk through streets that have witnessed centuries of human history, you may begin to understand why some people believe the dead never truly leave the places they once called home.

After all, sailors have stood watch over the harbor for generations.

Perhaps a few of them are still on duty.