Charles Kirkconnell International Airport round trip service flown with a Beech Model 18 twin prop aircraft on a routing of Grand Cayman - Little Cayman (flag stop only) - Cayman Brac - Montego Bay. According to the airline's May 1, 1965 timetable, connecting service to Miami via Grand Cayman was offered by LACSA, an airline based in Costa Rica, while additional CBA connecting service to Miami as well as to New York City was offered by Pan Am via Montego Bay. In 1968, the government of the Cayman Islands purchased a controlling interest in Cayman Brac Airways from LACSA and then formed Cayman Airways
Sun Country Airlines Sun Country also provided ad-hoc charter lift. In 1989 Sun Country became a member of the Civil Reserve Air Fleet (CRAF) and flew many charters to support the Desert Storm operation from 1990 to 1991. After earning profits of $9.7 million for the fiscal year ending June 30, 1991, the airline acquired additional Boeing 727 and DC-10 aircraft. In the mid 1990s, Mark Travel Group, led by Bill LaMacchia, Jr., acquired Sun Country and began changing the focus of the airline. As the DC-10 aircraft aged and required expensive maintenance, the airline gradually reduced the fleet, ultimately retiring the final