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.

Stroll through the charming streets of the historic district on this 90-minute walking tour. Your colonial-attired guide will share four centuries of Annapolis’ unique history and culture, highlighting the 18th-century.

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.

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.

During this walking tour and cruise combination experience, you'll brave the Historic District and haunted waterways of Annapolis with your Ghost Guide as you hear spooky stories, nautical myths, and pirate tales.

After being a Maryland Day hit, we decided to offer an encore tour! Join your colonial-attired guide to hear weird, wacky, and unusual history during this 75-minute walking tour of Annapolis.

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.

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.

Enjoy a 2-hour stroll in Annapolis’ historic district led by a period-attired guide. The tour highlights notable female Marylanders including Harriet Tubman and Barbara Mikulski.

Learn more about our special or seasonal walking tours here.