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 with your colonial-attired guide. Learn the unique history and culture of 18th century Annapolis on this 90-minute tour.

Stroll through the charming streets of the historic district with your colonial attired guide on this 2-hour walking tour. Then continue on to the beautiful and spacious William Paca Garden.

Embark on this 90-minute walking tour to hear the journey of the young enslaved Freddy Bailey who was influenced and inspired to ultimately spread the word of the evils of slavery as the most famous abolitionist orator.

On this 90-minute tour, you will be led by our spirited guide through the timeless narrow streets of this old and creaky town. Stopping at spooky spots, stories of those that have passed will be recounted with dramatic zeal.

During the month of October, our ghost walks are enhanced with an exclusive visit inside historic Hogshead.

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.

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.

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.

Learn more about our special or seasonal walking tours here.