Annapolis Tours,
Attractions & Experiences
When visiting Annapolis, it is fun to have a guided walking tour, tours by trolley or ecart, or a boat. Annapolis tour guides will make learning about Annapolis a fun experience. The top guided tours in Annapolis, Maryland, all start in the downtown area. They focus on history, Chesapeake Bay, the United States Naval Academy, ghost stories, and specialty themes, including historical themes, ghosts, haunted history tours, colonial history, African American History, and scandalous, weird, and wacky tours. In downtown Annapolis, you can take walking tours, trolley tours, and boat tours. Use the links below to book your guided tour in downtown Annapolis.
Annapolis is filled with attractions you will enjoy. During the day, check out the museums, historic home tours, shop the boutiques, take a cruise on the bay, or grab a table at a cafe and enjoy people watching. In the evening, check out the concert and performing art venues, escape rooms, local bands playing in the pubs, or a cultural event at one of the local theatres or performing art venues. Contact venues to see if tickets are required.
While the City Dock is under construction, some of our favorite places to be along the waterfront are the view from the second floor of the USNA Visitors Center, the street-end park on Prince George Street, walking along the US Naval Academy along Spa Creek and the Severn River, and the Eastport Bridge. Of course, being on the water is fun as well, plan time to get out on the water while you are here.
The Best Annapolis Tours, Attractions and Experiences
The businesses in bold financially support the Downtown Annapolis Partnership
a 501c3 non-profit working to make downtown Annapolis even better.
Annapolis Tour Operators
Schooner Woodwind Sailing Cruises Annapolis sailing cruises
Naval Academy Visitors Center tours of USNA and gift shop
Watermark Annapolis tours, charters and cruises
Annapolis Eventours
Annapolis Ghost Tours
Annapolis Museums, Performing Arts Groups & Attractions
Annapolis Boat Shows spring and fall boat shows
Annapolis Summer Garden Theatre outdoor community theatre
Annapolis Symphony Orchestra performing arts organization
Elizabeth Myers Mitchell Art Museum St. John's College art museum
Hammond-Harwood House historic mansion and museum with tours
Historic Annapolis, Inc. Museum of Historic Annapolis, William Paca House, Hogshead
Maryland Hall performing and visual arts and education center
Mission Escape Rooms interactive escape room experience
The United States Naval Academy Museum tells the story of people who have served their country at sea
Annapolis Maritime Museum
Banneker Douglas Tubman Museum
Charles Carroll House
Chesapeake Children's Museum
Maryland State House
The Colonial Players of Annapolis
Rams Head OnStage
Chesapeake Crossroads Heritage Area