Special Tours

Special Public & Private Walking Tours

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Private tours available year-round! Call our sales office to schedule: 410-268-7601.

Scandalous Annapolis

This lighthearted, tongue-in-cheek tour is presented by a guide in the character of a colonial indentured servant who works odd jobs day and night to make ends meet – colonial style.

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Special Historic Hauntings

Only available in October! Special Historic Hauntings takes you back to a time of superstition and legend. And who knows, after a trip inside Hogshead, your own story may be added to the history of Annapolis!

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African American Heritage

Trace the journey of African Americans, and explore their impact both nationally and internationally on this 2-hour walking tour, offered in partnership with the Kunte Kinte-Alex Haley Foundation.

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Join Annapolis Tours® by Watermark® for our award-winning ArchiTrex tour developed in partnership with Historic Annapolis. Your professional guide will take you for a two-hour stroll through three centuries of architecture.

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Sup & Spook

Built between 1772 and 1782, the Maryland Inn has been privy to centuries of Annapolis history. It’s a perfect location for dinner and a tour with a Ghost Guide. The 3-course Prix Menu will feature 4 entrée selections as well as non-alcoholic beverages.

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Women of Achievement

Magnificent Maryland Women Who Made Their Mark On History

Take a 2-hour stroll through Annapolis’ historic district to visit the sites where Maryland’s most notable women laid the groundwork for our future.

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Holiday Candlelight Stroll

Welcome the holidays with an evening walking tour of Annapolis. Your period-attired guide will lead you by lantern as you stroll around Maryland’s state capital, trimmed in greenery. Hear holiday traditions of times past as you walk by colonial mansions, Victorian homes, and quaint shops.

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Becoming Frederick Douglass

This 90-minute walking tour, offered in partnership with the Kunta Kinte-Alex Haley Foundation, follows the journey of the young enslaved Freddy Bailey, who learned to read in what was then the busy ship-building area of Baltimore known as Fells Point.

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Join us for Sup & Spook this October
Enjoy dinner at the historic Maryland Inn followed by a ghost tour
Thursday, October 6th & 20th
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