#1Cruise The Chesapeake
Cruise the Chesapeake is a private Chesapeake Bay charter boat company operating since 2022 out of Ferry Point Marina in Arnold, Maryland, aboard the Samantha Belle and captained by TJ Sanner. The company offers small wedding ceremonies (2 or 4 hours, up to 30 people) and surprise marriage proposal cruises (3 or 6 hours, up to 30 people), as well as sunset, doggy, singles, lighthouse, Bay Bridge, Blue Angels and 4th of July fireworks cruises. Couples enjoy open-air deck ceremonies with Chesapeake Bay views and the historic Annapolis waterfront as a backdrop; food and drink are BYOB and the crew can coordinate catering with notice. The vessel includes a private bathroom and ample free parking at the marina, though wheelchair-accessible seating/restrooms are not available.