| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Established in 1903, the oldest U.S. military base in continuous use outside of the U.S. is in this country | Cuba | FJ | THE U.S. MILITARY | 2006-01-10 | #4912 | ||
| After leading the Rough Riders in battle on this island, Leonard Wood was appointed its governor | Cuba | $200 | DJ | MILITARY MEN | 1996-03-04 | #2656 |