Annapolis Tours

Annapolis Tours

annapolis state house dome
Annapolis State House Dome

Watermark Tours offers walking tours conducted by guides in colonial attire.  You will see the historic areas of Annapolis and the United State Naval Academy.  Sites include the State House, St. John’s College, and the Naval Academy.

Schooner Woodwind Cruises:  Sail the Chesapeake on a 74-foot schooner. Raise the sails, steer the boat or sit back and relax on a delightful two-hour sail.  Special longer cruises, too.  Sunset sails are very popular.  Enjoy the boat with friends or co-workers and book a private charter or team building event aboard.  Departs from downtown Annapolis, at Pusser’s Landing at the Annapolis Marriot Waterfront Hotel, across from the City Dock.

Capital City Colonials offers walking tours for small groups limited to 12 in size.  They offer a variety of public, specialty, and custom tours.  Tour destinations include the Annapolis historic district, Eastport Maritime District, and many specialized sites.  Visit the Capital City Colonials Website for more information.

Discover Annapolis Tours operates tours in trolley buses.  Friendly guides describe Annapolis waterfront, history, architecture, folklore and trivia. Points of interest include the State House, City Dock, Colonial Mansions, and the Naval Academy.  The Naval Academy is viewed from outside the gates, since the grounds are closed to visitors in vehicles.  One-hour tours depart from the Visitor Center daily, April-November; most weekends, December-March.

If your feet are getting tired, a Segway tour might be just the thing.  SegZone and Segs in the City both offer tours of Annapolis.




To really experience Annapolis, you should try to get out on the Chesapeake Bay.  The Schooner Woodwind offers 2 hours sails on a 74 foot classic wooden sailing yacht.  The Woodwind sails up to four times daily from the Annapolis Marriott.  The Schooner Liberte sails out of Annapolis in the Spring and Fall.  The Liberte offers Sunday brunch cruises every week and is also available for charters.  Watermark Cruises offers a variety of 40 and 90 minute narrated cruises which leave from the City Dock daily.

Kayak Annapolis offers guided tours in sit-on-top kayaks.

Historic trees of Annapolis:  The Maryland Department of Natural Resources has developed a nice tour guide to the historic trees of Annapolis.  The tour takes you to many of Annapolis’s prime attractions, including the Maryland State House, the William Pica House, the Naval Academy, St. John’s College, Tawes Garden, and more.

The United States Naval Academy Guided Public Tours:  Tours depart daily from the Armel-Leftwich Visitor Center, Gate 1, King George and Randall streets.  Check the visitor center website for the latest tour schedule and security regulations.