| 100% | CUBA | 4 | Island country that's less than 100 miles from Key West, Florida |
| 63% | USA | 3 | Country that's less than 100 miles from both Russia and Cuba: Abbr. |
| 43% | HAVANA | 6 | Capital about 100 miles from Key West |
| 41% | USA | 3 | Country that's about 100 miles from Cuba: Abbr. |
| 40% | KEY | 3 | ___ West, island in Florida that is home to the Harry S. Truman Little White House |
| 39% | KEY | 3 | ___ West, Florida (island that's 95 miles from Cuba) |
| 36% | OAHU | 4 | Hawaiian island that's around 100 miles from Maui |
| 36% | CUBA | 4 | Island 100 miles south of Key West |
| 36% | KEYS | 4 | Florida ___ (islands that are about 100 miles from Cuba) |
| 34% | CHILE | 5 | Country that's more than 2,600 miles long |
| 33% | PIE | 3 | Key lime ___, dessert from Key West, Florida that has a meringue topping |
| 33% | CUBA | 4 | Island nation that's not far from Florida |
| 31% | KEY | 3 | ___ West (Florida island 90 miles from Cuba) |
| 30% | NOME | 4 | U.S. city less than 150 miles from the International Date Line |
| 30% | PERU | 4 | Indiana city that's 100 miles west of Lima, Ohio |
| 30% | MALTA | 5 | Island country that’s home to pastizzi pastries |
| 30% | ANNAMARIA | 9 | Florida island that neighbors Longboat Key |
| 29% | SDSU | 4 | SoCal college less than ten miles from Balboa Park |
| 29% | HAVANA | 6 | Port about 100 miles south-southwest of Key West |
| 29% | PERU | 4 | Country that's west of Brazil |
| 29% | IRAN | 4 | Country that's west of Afghanistan |
| 28% | ERIE | 4 | Pennsylvania city that's under 100 miles from Buffalo, New York |
| 28% | SAMOA | 5 | Island country that's 24 hours ahead of its closest neighbor |
| 28% | BAHAMIAN | 8 | From country that is 700 islands, north of Cuba |
| 28% | CUBA | 4 | Country that's very close to Florida |
| 28% | PALAU | 5 | Pacific island country that uses U.S. currency |
| 28% | SCUFFLE | 7 | Fight that's less than a brawl |
| 28% | TAHITI | 6 | Island country that's the cultural home of third gender people called mahu |
| 27% | USONE | 5 | Hwy. that runs from Key West to Maine |
| 27% | DENMARK | 7 | Country that's home to The Little Mermaid statue |