Presented in 1982 by former Commodore Beverley L. Crump, this is a perpetual award to recognize the skipper or skippers (who must be members of FBYC) of a yacht or yachts enrolled in the Club Register, who have most successfully represented FBYC in sailboat racing events conducted by other yacht clubs or associations during the past year. Such events may be either one-design or offshore and specifically shall include Chesapeake Bay events, and events with area, regional, national and international competition. This trophy is intended to recognize the unusual and outstanding efforts by FBYC members, the character of the event or events entered, the quality of the competition, the extent of the effort involved for the FBYC member and the participation of all Club members shall be considered as well as the member's performance of such event or events.
By 2015, space for nameplates had run out on the 25 year old plaque. Bev volunteered to replace it and underwrote the manufacture of a new, larger, and updated plaque with room to display winners’ names for many years to come. This handsome trophy features scaled half hulls with rigging of an Opti, a Flying Scot, and a J/105.
| 1981 | Hooligan Syndicate | |
| 1982 | Strother Scott | |
| 1983 | Charles E. Clough | |
| 1984 | Strother Scott | |
| 1985 | Alain Vincey | |
| 1986 | Carter Hubard | |
| 1987 | John Wake/Bill Spencer | |
| 1988 | R. Strother Scott | |
| 1989 | Michael Miller | |
| 1990 | Michael Miller | |
| 1991 | James E. Rogers | |
| 1992 | John K. Adams | |
| 1993 | Ryan Jones | |
| 1994 | All Traveling Juniors: Jennifer Celesia, Caroline Garrett, Parker Garret, Blair, Chris & Will Hamilton, Ryan Jones, Jeffrey Richard, Addison Thompson, Daniel Thompson, Charlie Wardwell, Rob Whittemore | |
| 1995 | Charlie Wardwell | |
| 1996 | Perry Jones | |
| 1997 | Paul Andersen | |
| 1998 | Robert C. Wardwell | |
| 1999 | Will Crump | |
| 2000 | Anthony Kupersmith | |
| 2001 | F. Case Whittemore | |
| 2002 | F. Case Whittemore | |
| 2003 | Lawrence G. Cohen | |
| 2004 | Paul Andersen | |
| 2005 | Marie K. Crump | |
| 2006 | John A. Hubbard | |
| 2007 | Michael B. Miller | |
| 2008 | Travis B. Weisleder | |
| 2009 | Len Guenther Jr. | |
| 2010 | Travis B. Weisleder, Lud Kimbrough, Rob Whittemore, Benjamin Buhl | |
| 2011 | Glenn W. Doncaster | |
| 2012 | Jonathan M. Deutsch | |
| 2013 | Robert P. Whittemore | |
| 2014 | Glenn W. Doncaster | |
| 2015 | Gannon Troutman | |
| 2016 | Gannon Troutman | |
| 2017 | Glenn Doncaster | |
| 2018 | Glenn Doncaster | |
| 2019 | Andrew Ciszewski | |
| 2020 | Charles B. Drake III | |
| 2021 | Glenn Doncaster | |
| 2022 | Jackson Montague |