Possible Clues:

• Caribbean islander who might celebrate Crop Over
• Citizen of a Caribbean republic
• Allow no entry to wicked fellow who's from West Indian island?
• Islander's cruel remark wounding Diana
• West Indian making critical remark over mounting of new opera
• Ban evil fellow, one from West Indies
• Ban wicked Scot from a Caribbean island
• Garfield Sobers is the most famous one
• Bridgetown native