| Photo | Year | Name | Club Affiliation | Remembrance |
|---|---|---|---|---|
 | 2023 | Thomas Yanni | Middle River Yacht Club | |
 | 2022 | Donna R. Ferron | The Haven Yacht Club Bay Region Mariner's Sailing Association Seafarers Yacht Club of Annapolis | |
 | 2021 | Dan Killeen* (Elect) Memorial | Maryland Yacht Club | |
 | 2021 | Donna R. Ferron (Acting) | Blue Marsh Sailing Association The Haven Yacht Club Bay Region Mariner's Sailing Association | |
 | 2020 | Kyle Gray | Middle River Yacht Club | |
 | 2019 | Mike Gaff | Red Eye Yacht Club | |
 | 2018 | Gene Schenck | Bodkin Yacht Club | |
 | 2017 | Sally Kenavan | Aquia Harbour Yacht Club | |
 | 2016 | Kent Terry | Baltimore Yacht Club | |
 | 2015 | Tom Kenavan | Aquia Harbour Yacht Club | |
 | 2014 | Tim Baker | Veterans Yacht Club | |
 | 2013 | Mike Death | Bodkin Yacht Club | |
 | 2012 | Bob Parsons | Otter Point Yacht Club | |
| 2011 | Bob Parsons (Acting) | Otter Point Yacht Club | |
 | 2010 | Pamela Butler | Neptune Yacht Club | |
 | 2009 | Kevin Noon* | Bush River Yacht Club | |
 | 2008 | Coles Marsh | Boumi Shrine Yacht Club | |
 | 2007 | Donald Burton* | Outcast Yacht Club | |
 | 2006 | Jerry Donofrio Sr. | RAN-DEL Yacht Club | |
 | 2005 | John Garlotta | RAN-DEL Yacht Club | |
 | 2004 | Betty Stahler | Maryland Cruising Club | |
 | 2003 | Kenneth Bean* | Marley Boat Club | |
 | 2002 | Joe Hellner | Belvedere Yacht Club | |
 | 2001 | Ray Littleton * | Bush River Yacht Club | |
 | 2000 | Donald W. Antos * | Maryland Cruising Club | |
| 1999 | Penelope N. Orth | National Potomac Yacht Club | ||
 | 1998 | John R. Hancock | Aquia Harbour Yacht Club | |
 | 1997 | Dion F. Guthrie | Crescent Yacht Club | |
 | 1996 | Harry P. Seeback* | Chesapeake Yacht Club | |
 | 1995 | Martin Weiner | Maryland Yacht Club | |
 | 1994 | Alvin C. Schweizer* | Kent Island Yacht Club | |
 | 1993 | Karl Homberg | Golden Anchor Yacht Club | |
 | 1992 | Dolph Buescher* | Sassafras River Yacht Club | |
 | 1991 | Earl M. Waesche* | Ft. Washington Yacht Club | |
 | 1990 | Kenneth Kier* | Solomons Island Yacht Club | |
 | 1989 | Frederick Levitan* | Chesapeake Sailing Assoc. | |
 | 1988 | Ray M. Hart* | Red Eye Yacht Club | |
 | 1987 | Robert M. Ashwood | Rose Haven Yacht Club | |
 | 1986 | William T. Fine* | Aquia Harbour Yacht Club | |
 | 1985 | Henry E. "Gene" Davis* | Rose Haven Yacht Club | |
 | 1984 | Linton E. Kilmon, Jr.* | Baltimore Yacht Club | |
 | 1983 | David J. Moxey* | Bush River Yacht Club | |
 | 1982 | Eve Finch | Prince Georges Yacht Club | |
 | 1981 | Thomas A. Gorman, III* | Baltimore Yacht Club | |
 | 1980 | Robert R. LaFollette | Chesapeake Yacht Club | |
 | 1979 | Arnold F. Petersen* | Baltimore Yacht Club | |
| 1978 | James D. Finch* | Prince Georges Yacht Club | ||
| 1977 | Douglas G. Michael* | Kent Island Yacht Club | ||
| 1976 | James B. Rhodes* | North East River Yacht Club | ||
| 1975 | Dudley D. Taylor* | Yacht Club of South River | ||
| 1974 | Henry A. Gassinger* | Crescent Yacht Club | ||
| 1973 | George "Mike" Reinhardt* | White Rocks Yacht Club | ||
| 1972 | Elmer E. Logan* | Nur Temple Yacht Club | ||
| 1971 | Charles E. Ritterhoff* | Bush River Yacht Club | ||
| 1970 | Nelson W. Lyle* | West River Yacht Club | ||
| 1969 | Melvin D. Bruchey* | Crescent Boat Club | ||
| 1968 | Richard Ihlder * | Corinthian Yacht Club | ||
| 1967 | William D. Harbaugh* | Eastern Yacht Club | ||
| 1966 | George S. Graff* | North East River Yacht Club | ||
| 1965 | Robert C. Arnold* | Chesapeake Yacht Club | ||
| 1964 | George H. White* | Belvedere Yacht Club | ||
| 1962 - 1963 | Kenneth C. Johnson* | Capital Yacht Club | ||
| 1961 | Richard Williams, Jr.* | Baltimore Yacht Club | ||
| 1957 - 1960 | William B. Matthews* | Maryland Yacht Club |
An asterisk “*” next the Commodore’s name denotes deceased.