
Colonial Annapolis Walking Tour
Stroll through the charming streets of the historic district with your colonial attired guide who will share the unique history and culture of 18th century Annapolis.
Book NowStroll through the charming streets of the historic district with your colonial attired guide who will share the unique history and culture of 18th century Annapolis.
Book NowOur knowledgeable guide in period attire will share the fascinating history of the contributions made here and regionally by African Americans.
Book NowCelebrate Women's History Month with a tour highlighting notable female Marylanders including Harriet Tubman.
Book NowYou 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.
Book NowYou’ll be led through haunted waterways by boat and brave the Historic District by foot while your Ghost Guide entertains you with spooky stories.
Book NowStroll through the charming streets of the historic district with your colonial attired guide. Then continue on to the beautiful and spacious William Paca Garden.
Book NowDuring the month of October, our ghost walks are enhanced with an exclusive visit to the historic, dimly lit Hammond Harwood House garden.
Book NowExplore Annapolis, the museum without walls, on a tour led by an architectural historian. Learn about some of the most notable 17th and 18th century architecture in Annapolis.
Book NowThis 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.
Book NowLearn more about our special or seasonal walking tours here.
Learn MoreAnnapolis Tours by Watermark offers visitors to the Annapolis and Baltimore region the opportunity to tour some of the nation’s most historic streets with knowledgeable guides that are dressed in period attire.
Watermark is the authentic provider of guided historic walking tours in Annapolis, Maryland. With our company’s origins dating back to the 1970’s, our period dressed Colonial guides keep U.S. and Annapolis history alive and have been sharing their passion for history and folklore to adults, students, and groups of all types for decades. Our tours are a unique and fun option when looking for things to do in Annapolis.
True Annapolis historians! They walk the streets in colonial attire sharing their wealth of knowledge of Maryland’s state capital. Our guides go through an extensive training program that exposes them to authors, professors, specialists, and historic sites. They enjoy spreading the word on how our city came to be with facts, stories, and sheer delight. Many of our Squires and Mistresses have been guiding with Watermark for decades. We are proud to have such a loyal and gifted group ready to show you around town.
Watermark’s walking tours provide a great experience for a private group. Whether you are looking for a family. Social, military, or church outing, all of our walking tours are available as a private tour. Click below to contact our group tour specialist or learn more about popular group and private packages.