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
Cayman Airways was formed, the airline flew its first international route to Kingston, Jamaica, operating five times a week using a BAC One-Eleven twin jet wet leased from LACSA. International services to Miami were operated eight times a week using a single leased Douglas DC-6 propliner. By the winter of 1973, Cayman Airways was operating stretched BAC One-Eleven series 500 aircraft on both of its jet routes with seventeen flights a week between Grand Cayman and Miami as well as five flights a week between Grand Cayman and Kingston. The airline was also offering direct connecting jet service between Miami and Kingston