Guide Services and Walking Tours

Enjoy the rich stories of historic Annapolis, the Maryland State House, and the U.S. Naval Academy on this 2.25-hour walking tour.

Follow our spirited guide through the timeless narrow streets of this old and creaky town. Stopping at spooky spots, you'll hear stories told with dramatic zeal of those that have passed.

This 90-minute 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.

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!

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.

On this 2-hour walking tour, our knowledgeable guide in period attire will share the fascinating history of the contributions made here and regionally by African Americans.

Hear tales about the Russian sailor buried in the Annapolis National Cemetery, the historic “mobile homes” of Annapolis, the missing State House cornerstone … and so much more!

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.

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.

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.

Welcome the holidays with a walking tour of Annapolis and the Hammond-Harwood House. Your period-attired guide will lead you by lantern as you stroll around Maryland’s state capital, trimmed in greenery.

Learn more about our special or seasonal walking tours here.