| Clue | Country | Person | % Correct |
|---|---|---|---|
| The fastest sprinter of all time | Jamaica | Usain Bolt | 93%
|
| Communist dictator and cigar aficionado | Cuba | Fidel Castro | 90%
|
| Singer of "Umbrella" and "Diamonds" | Barbados | Rihanna | 89%
|
| The most famous reggae musician of all-time | Jamaica | Bob Marley | 88%
|
| Singer of "Livin' la Vida Loca" | Puerto Rico | Ricky Martin | 71%
|
| Caribbean pirate born Edward Teach | - | Blackbeard | 61%
|
| Rapper who got caught cheating and said "it wasn't me" | Jamaica | Shaggy | 49%
|
| Pink-wigged rapper and singer | Trinidad and Tobago | Nicki Minaj | 45%
|
| Actor who gave a thumbs down in "Gladiator" | Puerto Rico | Joaquin Phoenix | 43%
|
| Miami Sound Machine singer whose family fled Cuba | Cuba | Gloria Estefan | 38%
|
| His face can be seen on the U.S. $10 bill | St. Kitts and Nevis | Alexander Hamilton | 37%
|
| Knighted actor who starred in "Guess Who's Coming to Dinner" | Bahamas | Sidney Poitier | 36%
|
| Latin band leader and husband of Lucille Ball | Cuba | Desi Arnaz | 35%
|
| Fugees singer who tried to run for President of Haiti | Haiti | Wyclef Jean | 33%
|
| Haitian dictator known as "Papa Doc" | Haiti | François Duvalier | 31%
|
| Slugging Chicago Cubs star who hit 66 home runs in 1998 | Dominican Republic | Sammy Sosa | 29%
|
| Greatest player in San Antonio Spurs history | US Virgin Islands | Tim Duncan | 29%
|
| Fierce "Slave to the Rhythm" singer and Bond girl in "A View to a Kill" | Jamaica | Grace Jones | 27%
|
| Former slave who brought Haiti to independence | Haiti | Toussaint Louverture | 23%
|
| He has the only quadruple century in test cricket history | Trinidad and Tobago | Brian Lara | 18%
|
| 1920s chess champion called one of the greatest ever | Cuba | José Raúl Capablanca | 10%
|