| 100% | CAICOS | 6 | Turks and __, British dependency in the Caribbean |
| 57% | CAYMANISLANDS | 13 | British territory in the Caribbean |
| 52% | WINDWARD | 8 | & 14D Strait in the Caribbean between Cuba and Hispaniaola |
| 52% | ANTILLES | 8 | Archipelago in the Caribbean consisting of the Greater — and Lesser — |
| 51% | BLACKBEARD | 10 | British pirate who terrorized the Caribbean and eastern coast of America in the early 1700s |
| 51% | TRINIDAD | 8 | ___ and Tobago (Country in the Caribbean) |
| 50% | ANTILLES | 8 | Group of islands in the Caribbean consisting of the Greater — and Lesser — |
| 49% | HUGHGRANT | 9 | British actor in Paddington and The Undoing |
| 47% | ANGUILLA | 8 | British overseas territory in the Caribbean Sea; capital The Valley |
| 46% | TATLER | 6 | The —, British literary and society journal begun by Richard Steele in 1709 |
| 46% | STKITTS | 7 | Site of the first British colony in the Caribbean, 1624 |
| 45% | SERGEANT | 8 | Rank in the British police force senior to a constable and junior to an inspector |
| 45% | BARBADOS | 8 | Rihanna's home country in the Caribbean |
| 44% | NICKFALDO | 9 | British golfer who won The Open Championship in 1987, 1990, and 1992 (2 wds.) |
| 44% | ISLA | 4 | ___ Margarita, in the Caribbean |
| 44% | ISLES | 5 | Spots in the Caribbean |
| 44% | LUCIA | 5 | Saint ____ in the Caribbean |
| 44% | ISLES | 5 | Lands in the Caribbean? |
| 44% | HAITI | 5 | Nation in the Caribbean |
| 44% | KINGSTON | 8 | Capital in the Caribbean |
| 44% | LUCIA | 5 | Saint in the Caribbean |
| 44% | CARLFOGARTY | 11 | British winner of the Superbike World Championship in 1994, 1995, 1998 and 1999 |
| 44% | BANKS | 5 | Joseph —, British explorer and naturalist elected president of the Royal Society in 1778 |
| 43% | TORY | 4 | Term used in the American Revolution to describe those who remained loyal to the British Crown and government |
| 43% | HURRICANE | 9 | Violent, intense tropical storm in the Caribbean |
| 43% | ARUBA | 5 | Dutch island in the Caribbean |
| 43% | CUBA | 4 | Largest island in the Caribbean |
| 43% | ISLETS | 6 | Some bars in the Caribbean |
| 43% | ARUBA | 5 | Island getaway in the Caribbean |
| 43% | KEYSANDPARROTS | 14 | Common sights in the Caribbean |