| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| A Bahamian folk song about sailing life is set aboard the John B, this type of boat | a sloop | $1,000 | J | "S" TO "P" | 2025-05-19 | #9336 | |
| A one-masted sailboat | a sloop | $2,000 | DJ | "S" WORDS | 2022-09-26 | #8706 | |
| A small warship of the American Revolutionary period, or a British escort vessel of WWII | a sloop | $1,000 | J | "OOP"S! | 2006-12-08 | #5120 | |
| This type of sailing vessel has a single mast with fore-and-aft rigging | a sloop | $400 | J | "OOP"S! | 1997-10-09 | #3014 |