Annapolis Tours® by Watermark® has been sharing the history, culture, and fun of Annapolis and the Chesapeake region for five decades to school groups, bus operators, and individuals. Our Personal Guide Service is available for the leisure traveler who would like more insight and a behind-the-scenes perspective into our beautiful historic town. This is a customized service that can range from escorting a couple from church to reception on their wedding day to providing a virtual perspective to those who want a preview of this unique and charming town. Explore our services below!
Town Crier Proclamation
Annapolis’ official Town Crier and Watermark® guide, Squire Frederick, rings the bell and delivers a personalized proclamation for your special occasion. This historic gesture was used to make public announcements in Medieval England’s preliterate days. Start your event with this emblematic tribute to the guest(s) of honor.
- Marriage, engagement, or other special celebration announcement
- Escort guests from one location to another
- Meet and greet at your location
Colonial Guide
Our colonial-attired guides trained in Annapolis history and the U.S. Naval Academy are available for many different experiences. “1st Person” personas available!
- Customized tour in the Historic District or U.S. Naval Academy
- Join you in your vehicle for a scenic overview in and around Annapolis
- Escort guests from one location to another
- Meet and greet at your location
Francis Scott Key
Our period-attired Francis Scott Key guide is available for meet and greets or a historical tour.
- Escorting guests from one location to another
- Meet and greet at your location
Ghost or Pirate Guide
Our ghost or pirate guides will join you aboard your boat or ours and share stories of the harbor and town.
“Wickie” Lighthouse Keeper
Lighthouse keepers were sometimes referred to as “wickies” because of their job trimming the wicks in the days when oil lamps were used. Our “wickie” lighthouse keeper will join you aboard your boat or ours and share the history of three lighthouses and the Chesapeake Bay.
Virtual Guide
Our guide will take you around the Annapolis historic district remotely and share stories of the town. We can stop where you want – landmarks, shopping, taverns, and more!
Don’t see what you’re looking for or have more ideas? Fill out the form below or call our office at 410-268-7601.
Image on the top right of walking tour guide with group: U.S. Navy photo by Mass Communication Specialist 2nd Class Eric Dietrich/Released.
Image of group with the Kunta Kinte-Alex Haley memorial courtesy of the Phillip Merril School of Journalism.