| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| It's a small, natural pass near the meeting point of Kentucky, Tennessee & Virginia | the Cumberland Gap | $800 | DJ | U.S. GEOGRAPHY | 1989-10-11 | #1173 | |
| Indians knew of this natural passage into Kentucky long before Dr. Thos. Walker found it in 1750 | the Cumberland Gap | $600 | DJ | U.S.A. | 1988-10-28 | #955 | |
| Historic pass at junction of TN., KY., & VA., associated with Daniel Boone | the Cumberland Gap | $800 | DJ | U.S. GEOGRAPHY | 1984-11-26 | #56 |