Walk the lantern-lit streets of downtown Annapolis on a two-hour haunted pub crawl that pairs colonial history with ghost stories and drinks. Visit old jails, century-old bars, and a church rebuilt after an 1858 fire while a local guide narrates the city's darker past.
Walk the lantern-lit streets of downtown Annapolis on a two-hour haunted pub crawl that pairs colonial history with ghost stories and drinks. Visit old jails, century-old bars, and a church rebuilt after an 1858 fire while a local guide narrates the city's darker past.
Night falls over Annapolis’ brick streets and the harbor’s breath pulls the town’s past toward you. Lantern light bounces off narrow alleys as your guide leads a small pack through the historic district, each stop a pause where the city’s voice seems to tilt toward the uncanny.
Verified experiences and guided adventures in the surrounding area.
Operated by Annapolis Ghost Tours and Haunted Pub Crawls · Annapolis, Maryland
Night falls over Annapolis’ brick streets and the harbor’s breath pulls the town’s past toward you. Lantern light bounces off narrow alleys as your guide leads a small pack through the historic district, each stop a pause where the city’s voice seems to tilt toward the uncanny.
This two-hour pub crawl threads together Annapolis history and folklore: colonial-era houses that predate the American republic, an Old Jail where voices of the desperate still populate local lore, a church scarred by the 1858 fire, and a downtown bar tied to Prohibition-era stories. Geology here is subtle but present—the city sits on Chesapeake tidal flats, and the pull of the bay shapes everything from street drainage to old wharfside commerce; at high tide the water seems to tug at the town’s memories.
Culturally, Annapolis is a working port and state capital; expect maritime references, naval history, and local pride in each tale. Guides mix documented fact with oral tradition, pointing out architectural details and places where staff and patrons report odd occurrences.
Practical notes: tours meet outside the Federal House Bar and Grill—arrive 15 minutes early. Groups are capped (about 25); the walk is short but on uneven brick and sometimes wet surfaces, so wear sturdy shoes. Drinks and tastings are extra; carry ID for alcohol purchases. Service animals are allowed; the tour is not recommended for those with significant mobility limitations or for pregnant travelers. Bring a light jacket for waterfront winds and plan on standing and walking for the full 120 minutes.
easy.
2 hours.
Light physical activity; suitable for most people who can stand and walk short distances on uneven surfaces
The tour is approximately 120 minutes and covers a short walking loop through the downtown historic district—expect frequent stops and about 1–1.5 miles total.
No; drinks and tastings are not included. You’ll pay for any beverages at each stop and should bring ID to purchase alcohol.
The tour includes alcohol-serving venues and ghost stories; it’s not recommended for pregnant travelers. Children may attend but check content and venue age policies beforehand.
Meet outside the Federal House Bar and Grill 15 minutes early; the guide wears a black US Ghost Adventure t‑shirt and carries a lantern for easy identification.
Annapolis served as Maryland’s colonial capital and briefly as the U.S. capital; many downtown buildings date to the 18th and early 19th centuries and are steeped in maritime and political history.
Stay on sidewalks, respect historic interiors and pub property, and support local businesses to help maintain the area’s cultural and economic health.
Annapolis Ghost Tours and Haunted Pub Crawls operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Night falls over Annapolis’ brick streets and the harbor’s breath pulls the town’s past toward you. Lantern light bounces off narrow alleys as your guide leads a small pack through the historic district, each stop a pause where the city’s voice seems to tilt toward the uncanny.
Night falls over Annapolis’ brick streets and the harbor’s breath pulls the town’s past toward you. Lantern light bounces off narrow alleys as your guide leads a small pack through the historic district, each stop a pause where the city’s voice seems to tilt toward the uncanny.
This two-hour pub crawl threads together Annapolis history and folklore: colonial-era houses that predate the American republic, an Old Jail where voices of the desperate still populate local lore, a church scarred by the 1858 fire, and a downtown bar tied to Prohibition-era stories. Geology here is subtle but present—the city sits on Chesapeake tidal flats, and the pull of the bay shapes everything from street drainage to old wharfside commerce; at high tide the water seems to tug at the town’s memories.
Culturally, Annapolis is a working port and state capital; expect maritime references, naval history, and local pride in each tale. Guides mix documented fact with oral tradition, pointing out architectural details and places where staff and patrons report odd occurrences.
Practical notes: tours meet outside the Federal House Bar and Grill—arrive 15 minutes early. Groups are capped (about 25); the walk is short but on uneven brick and sometimes wet surfaces, so wear sturdy shoes. Drinks and tastings are extra; carry ID for alcohol purchases. Service animals are allowed; the tour is not recommended for those with significant mobility limitations or for pregnant travelers. Bring a light jacket for waterfront winds and plan on standing and walking for the full 120 minutes.