Named one of the ‘Prettiest Towns in America’ by Forbes Traveler Magazine, Annapolis is just that — a beautiful, scenic place fit for many outdoor family adventures. Visit the Chesapeake Children’s Museum, stroll in historic downtown Annapolis or take a tour of the historic U.S. Naval Academy. Get your inner pirate on and take a ride aboard the Pirate Adventures of the Chesapeake. Resources: Annapolis & Anne Arundel County Conference & Visitors Bureau Pirate Adventures of the Chesapeake Chesapeake Children’s Museum Historic Annapolis Foundation United States Naval AcademyRead the Our Kids review of family-friendly recommendations in Annapolis.