Softball was introduced to the BVI in 1952 and the first league was held in 1953. Games were played on fields in various communities throughout the BVI including: Greenland, Baughers Bay, Cappoons Bay, Brewers Bay, Sea Cows Bay and Road Town. In the early days, teams traveled from village to village to play. 

The BVI Amateur Softball was formed in 1955, and became a member of the Central American and Caribbean Softball Confederation CONCACAS in 1975. 

The sport was centralized during the 1970s when games were played on the A. O. Shirley Recreation Grounds, formerly the New Recreation Grounds. Softball moved to its permanent home on the Old Recreation Grounds in 1980.