1990 – Key West Mayor Tony Tarracino and Corrine Crockett of Blue Heaven, Inc., a not-for-profit organization, cut the ribbon for the first Bahama Village Caribbean Festival. Musician Coffee Butler provided live entertainment, and island food and handicrafts were available along Petronia Street. Similar festivals were planned for the first Sunday of every month.

1999 – Key West City Clerk Josephine Parker died unexpectedly after collapsing at the dais just before the start of a commission meeting.