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 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. Capital City Colonials offers a Segway tour of Annapolis.
To really experience Annapolis, you should try to get out on the water. 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 dock at the Annapolis Waterfront Hotel. Watermark Cruises offers a variety of narrated cruises which leave from the City Dock daily.
For a more active experience on the water, Capitol SUP and Kayak Annapolis offer kayak and stand up paddle board rentals, lessons, and tours.
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.