In 1973, an award was created by gift of the Cruising Class. This gift was made possible by the special generosity of Reid Dunn and Ray Toms. The basis for the award is "outstanding contribution to sailing." The Bowl is to be a perpetual trophy to be awarded annually by the Board of Trustees of the Fishing Bay Yacht Club; however, for any year for which the Board may determine that a suitable award cannot be made, the award shall be withheld. Generally, the award will be made to members of the Fishing Bay Yacht Club for contribution to sailing at Fishing Bay. In exceptional cases, however, the Board shall not be restricted in these respects. The award shall be accompanied by a citation describing the outstanding contribution to sailing on which the award was based.

1973		Patrick A. Gibson
1974		Reid A. Dunn
1975		Ralph C. Lyon
1976		Peter Roughton
1977		Fred L. Williams, Jr.
1978		W. C. B. Roberts
1979		Ian C. Lorimer
1980		Rives A. Potts
1981		Not Awarded
1982		William E. Hoyt, Jr.
1983		Kenzie Hubard & John Hawksworth
1984		Robert D. Kates
1985		Graham Henderson
1986		McDonald Wellford
1987		Alain Vincey
1988		Kenzie Hubard
1989		Wayland Rennie
1990		Frances R. Taylor
1991		Michael W. Karn
1992		J. Steven Thornhill
1993		Not Awarded
1994		David R. Lee
1995		F. Case Whittemore
1996		Raymond Toms
1997		Holly Richard
1998		James & Kenney Cobb
1999		William C. Spencer
2000		Judith G. Buis
2001		Not Awarded
2002		R. Strother Scott, Sr.
2003		Beverley L. Crump & James E. Rogers
2004		R. Strother Scott, Sr.
2005		R. Noel Clinard
2006		David Hazlehurst
2007		Eric R. Powers
2008		Richard A. Bauer Jr. & Lud Kimbrough III
2009		John M. Buhl III
2010		Jonathan M. Deutsch
2011		Not Awarded
2012		David Hinckle
2013		David & Alison Lennarz
2014		Douglas Anderson
2015		Mark & Michelle Hayes
2016		Joseph L. Dennison, Jr.
2017		Not Awarded
2018		Ted Bennett
2019		Wesley Jones
2020		Kathryn and Jason Angus
2021		Ron Jenkins
2022		Allen Mason
2023		Mayo Tabb