Annapolis Tours,

Attractions & Experiences 


When visiting Annapolis it is fun to have a guide that is filled with all the knowledge of this beautiful city on the Chesapeake Bay. They are ready to take you on a walking tour, a ride on a boat or in a vehicle.

If your group just wants to get out and create an experience on your own and we have you covered for that as well. 

Tours have started resuming. Advanced reservations are highly recommended.

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 Maritime Museum                     museum about maritime heritage & the Chesapeake Bay

Annapolis Sailing Adventures                 sailing cruises 


Annapolis Summer Garden Theatre        outdoor community theatre                                                   Gift Cards           Tickets 

Annapolis Symphony Orchestra                performing arts organization                                                                            Tickets

Chesapeake Crossroads Heritage Area  local historic sites

Hammond-Harwood House                        historic mansion and museum with tours                           

Historic Annapolis, Inc.                                  historic sites including Hogshead & William Paca House


Maryland Hall                                                    performing and visual arts and education center

Mission Escape Rooms                                 interactive escape room experience                                     Gift Cards 

Naval Academy Business

Service Division                                               Naval Academy Visitors Center and gift shop

Schooner Woodwind                                      Annapolis sailing cruises                                                       Gift Cards           Tickets

Watermark                                                         Tours, Charters and Cruises                                                                              Tickets

Mitchell Gallery       


United States Yacht Shows                                                         

Wine & Design