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Special Tours

Special Public & Private Walking Tours

Click Book Now for public availability.
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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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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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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ArchiTrex

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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Weird, Wacky, & Unusual History of Annapolis

Hear tales about the Russian sailor buried in the Annapolis National Cemetery, the historic “mobile homes” of Annapolis, the Confederate captain who kept fighting the Civil War long after the South surrendered then built a home in Annapolis, the missing State House cornerstone … and so much more!

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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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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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Seasonal Walking Tours

Special Historic Hauntings

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!

Available in October

Holiday Candlelight Stroll

Welcome the holidays with an evening walking tour of Annapolis. Hear holiday traditions of times past as you walk by colonial mansions, Victorian homes, and quaint shops.

Available in December

Special Historic Holiday Tour

Your period-attired guide will share stories from the Holiday Candlelight Stroll and take you inside the one of Annapolis’ historic homes, the Hammond-Harwood House, as the last stop on your tour.

Available in December

Rock the Harbor with Tranzfusion!
Tickets for Saturday, April 22nd now available
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