According to Sunbiz corporate records, the earliest record for Calypso Cay is 2000/2001. I don't believe it existed in 1989.
Could it be a tee just from a place named Calypso? There is a 1940s souvenir here that mentions Calypso without the Cay.
http://retroredheads.corecommerce.c...ablecloth-with-Original-Paper-Label-p359.html