
Annapolis Tours,
Attractions & Experiences
When visiting Annapolis, it is fun to have a professional guided walking tour, tour by trolley, electric cart, or 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. Check in with the tour companies listed below and to get tour tickets.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. If you prefer self guided walking tour click here for a tour by the National Park Service. 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 listed below to get tickets.
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 501 (c) (3) non-profit working to make downtown Annapolis even better.

Annapolis Tour Operators
Schooner Woodwind Sailing Cruises
Annapolis sailing cruises
tours of USNA and gift shop
Annapolis tours, charters & cruises
Annapolis Eventours
Annapolis Ghost Tours
Colonial Tours of Annapolis
Pirate Adventures on the Chesapeake
Annapolis Museums, Performing Arts Groups & Attractions
spring and fall boat shows
Annapolis Summer Garden Theatre
outdoor community theatre
performing arts organization
Elizabeth Myers Mitchell Art Museum
St. John's College art museum
historic mansion and museum
Museum of Historic Annapolis, William Paca House, Hogshead
performing and visual arts and education center
interactive escape room experience
United States Naval Academy Museum
museum that 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
Chesapeake Crossroads Heritage Area
The Colonial Players of Annapolis
Maryland State House
Old Treasury Building
Rams Head OnStage