The Flag of the Cayman Islands was adopted on 14 May 1958 after the colony was officially granted a coat-of-arms. Prior to that, the Islands had used the British flag for all official occasions. In 1999, the white disc was removed and the arms were more than doubled in size, although the pre-1999 flag remains popular and is still used on some official occasions, and the Cayman Islands Government website describes the flag as a "British blue ensign with the arms on a white disc in the fly". During the 2004, 2008 and 2012 Summer Olympics, and during the 2010 and 2014 Winter Olympics, the Cayman Islands team marched in under the flag as described on the government website.
Common with most British overseas territories, the Governor's flag is a Union Flag defaced with the coat-of-arms. The governor's flag was also changed in 1999, the arms were made bigger and a golden ring was added.