Annapolis Tours

Annapolis Tours

Maryland State House Tours | US Naval Academy Tours | Haunted Ghost Tours

Over three decades of experience sharing four centuries of history. A story with every step! That is Annapolis Tours℠ by Watermark®. Walk side-by-side with Annapolis' most experienced tour guides into the history of one of America's most eventful destinations. Watermark's experienced guides provide walking tours through historic downtown Annapolis, the Maryland State House and the United States Naval Academy. You are shown the historic side of Annapolis from a Colonial period-dressed, knowledgeable and informative guide. Our tour guides undergo annual re-certification through an intensive training program each year. With passions for history, sharing stories and meeting new people, Watermark’s guides provide the unique experience of escorted tours by locals in a beautiful walkable city. When looking for things to do in Annapolis, start by exploring on foot!

Our historic Annapolis walking tours are the perfect way to enjoy Annapolis. Explore the town's famous landmarks – and some hidden gems – with a period dressed tour guide leading the way on Annapolis Tours by Watermark’s Four Centuries Walking Tour. Walk in the footsteps of George Washington, Francis Scott Key and signers of the Declaration of Independence like William Paca. Be inspired by the history, tradition and pageantry on a guided tour that includes the United States Naval Academy. Experience the diverse mosaic of places, traditions, arts and celebrations that Annapolis has to offer. The Four Centuries Walking Tour is offered twice daily Spring through Fall and on Saturdays during Winter months.

Historic Ghost Walk is our version of an Annapolis Ghost Tour; creepy tales steeped in the context of real reported accounts. Join a Historic Ghost Walk at dusk on Friday and Saturday evenings Spring through Fall.

All of our tours are available to private groups and Tour Operators. Custom tours and tour times are always available. Group tours can include a Chesapeake Cravings food tour, War of 1812, Civil War, African-American Heritage and garden tours. Watermark’s tour guide services extend beyond Annapolis with step-on guide service offered in Baltimore city too.

Special Event Annapolis Walking Tours include:

  • African-American Heritage Tour in February
  • Free Maryland Day Tour in March
  • Special Historic Hauntings in October
  • Holiday Candlelight Stroll in December