| Date | Grid | Clue | Author | Editor |
| Tue, Dec 03, 2019 | 40A | Prison at sea | Ed Sessa | Shortz |
| Wed, Jan 09, 2019 | 46D | Water cooler? | Trenton Charlson | Shortz |
| Sun, Nov 25, 2018 | 78D | Two-masted vessel | Joon Pahk | Shortz |
| Mon, Oct 22, 2018 | 6D | Clink on the drink | Alex Eaton-Salners | Shortz |
| Sun, Jul 15, 2018 | 56A | Water cooler? | Sam Ezersky and Byron Walden | Shortz |
| Sun, Mar 26, 2017 | 78D | Jolly Roger, in "Peter Pan" | Tracy Gray and Jeff Chen | Shortz |
| Tue, Feb 28, 2017 | 23D | Two-masted vessel | Jacob Stulberg | Shortz |
| Sun, Nov 13, 2016 | 56A | Naval jail | Joel Fagliano | Shortz |
| Sun, Jun 15, 2014 | 68D | Jolly Roger in "Peter Pan," e.g. | Tony Orbach | Shortz |
| Fri, Dec 27, 2013 | 54A | Two-master | Ian Livengood & J.A.S.A. Crossword Class | Shortz |
| Sun, Sep 20, 2009 | 80D | Naval lockup | Michael Ashley | Shortz |
| Thu, Jan 22, 2009 | 55D | Ship part | Gary J. Whitehead | Shortz |
| Sun, Aug 29, 2004 | 12D | Clink, at sea | Manny Nosowsky | Shortz |
| Thu, Oct 31, 2002 | 1D | Punishment for a sailor, maybe | Dave and Diane Epperson | Shortz |
| Tue, May 28, 2002 | 37A | Ship lockup | Ed Early | Shortz |
| Wed, Jun 09, 1999 | 52A | Kind of gen. | Elizabeth C. Gorski | Shortz |
| Tue, May 11, 1999 | 54D | Jail for a sailor | Ed Early | Shortz |
| Wed, Mar 24, 1999 | 53D | Sailor's stir | Nancy Salomon | Shortz |
| Mon, Jul 08, 1996 | 29D | Ship's prison | Sidney L. Robbins | Shortz |
| Sun, Jan 28, 1996 | 38D | Nancy, in a Sir William Gilbert song | M. W. Perry | Shortz |
| Fri, Sep 08, 1995 | 34A | Guardhouse | A.J. Santora | Shortz |
| Mon, Aug 01, 1994 | 39A | Lockup | Thomas W. Schier | Shortz |