
Colonial Annapolis & U.S. Naval Academy Walking Tour
Enjoy the rich stories of historic Annapolis, the Maryland State House, and the U.S. Naval Academy on this 2¼-hour walking tour.
Book NowEnjoy the rich stories of historic Annapolis, the Maryland State House, and the U.S. Naval Academy on this 2¼-hour walking tour.
Book NowWelcome the holidays with an evening walking tour of Annapolis. Hear holiday traditions of times past as you walk by colonial mansions, Victorian homes, and quaint shops.
Book NowBegin your adventure with a gourmet meal in a beautifully decorated room at the historic Maryland Inn. Then, you will continue your journey with a 60-minute walking tour led by a period-attired guide.
Book NowStroll through Maryland's state capital, trimmed in greenery, with your period-attired guide. Then enjoy authentic, colonial, holiday decorations, and learn about early nineteenth-century holiday traditions at the Hammond-Harwood House.
Book NowThis adults-only, lighthearted, tongue-in-cheek, walking 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 NowJoin us for a Colonial Open House and "The Everything" Walking Tour in celebration of Maryland Day.
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.