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Walking Tours

Our Signature Tour: The Four Centuries Walking Tour

This Annapolis tour touches on all things related to the Maryland state capital and is a great choice when planning things to do in Annapolis.

Three tour guides in colonial attire

Colonial Annapolis Walking Tour

A period dressed guide in colonial attire will lead you through Annapolis’ historic district and into the Maryland State House*. Highlights include walking in the footsteps of George Washington where in 1783 inside the State House, George Washington resigned as Commander in Chief. Continuing through the downtown area – on your way to the United States Naval Academy – you pass many 18th century mansions and learn about the significance of their beautiful architecture. In the shadows of these buildings, your guide will share with you Annapolis history including stories of the famous statesmen that built these magnificent structures.  * In accordance with COVID-related precautions, interiors are currently unavailable.

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USNA Midshipman

The Four Centuries Walking Tour

Continue with your tour guide on for our Four Centuries Walking Tour, the favorite combination of the historic district and the famous United States Naval Academy.  Your visit will include the Naval Chapel, the Crypt of John Paul Jones, and Bancroft Hall.  During the academic year, you may view Noon Meal Formation of the midshipmen.  *Building interiors and noon-formation when available.

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Ghost Tour Guide

Special Walking Tours

Ghost tours, holiday tours, scandalours tours, and more.  Click below to learn more about our special and seasonal tours offered throughout the year.

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Squire Richard with a small group

Group and Private Tours

Book your group on one of our walking tours or schedule a private, more intimate tour.  All tours are available to be scheduled as a private tour.

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