Heron Island Tennis Tournament Records
Men's Singles
1930 -- J. Calvin Haas (roommate of Rom Humphries at Annapolis?)1931 -- John L. Howland
1932 -- John L. Howland
1933 -- Gardiner M. Day (husband of Catherine Bennett Day, aunt of Bill Bennett)
1934 -- James D. Oatts (husband of Sara Burt who was later Sara Humphries)
1935 -- James D. Oatts
1936 -- John L. Howland
1937 -- William H. Bingham (cousin of Liz Signell)
1938 -- William H. Bingham
1939 -- William H. Bingham
Mixed Doubles
| Year | Winners | Runners-Up |
| 1965 | Ginny Register & Chuck Stevenson | Pat Stevenson & John Stevenson |
| 1971 | Joan Comstock & Niv Damon | |
| 1972 | Louisa (JPS) Stevenson & Dave Register | Ginny Register & Rob Stevenson |
| 1975 | Betty Mason & Chuck Stevenson | Zamie Comstock & Dave Ogden |
| 1976 | Liza Mason & John Stevenson | Joan Comstock & Cot Damon |
| 1977 | Betty Mason & Bill Wells | Mara Stevenson & Chuck Stevenson |
| 1978 | Linda Greenwood & Tom Greenwood | Kim Comstock & John Stevenson |
| 1979 | Krissi Stevenson & John Stevenson | Mara Stevenson & Joe Murphy |
| 1980 | Joan Comstock & Rich Signell | Nancy Peterson & Bill Wells |
| 1981 | Elizabeth Bugbee & Peter Fisher | Mara Stevenson & C.B. Comstock |
| 1982 | Elizabeth Bugbee & John Stevenson | Joan Comstock & Dick Bugbee |
| 1983 | Mara Stevenson & Bill Wells | Joan Comstock & Jim Barker |
| 1984 | Mara Stevenson & Rob Stevenson | Vicki Jenkinson & Jeff Harkness |
| 1985 | Mara Stevenson & Damon Zeigler | Sara Morris & John Stevenson |
| 1986 | B. Zimmer & John Stevenson | Liz Signell & Bill Wells |
| 1987 | Ginny Wroth & Damon Zeigler | Mara Stevenson & Bill Wells |
| 1988 | Pat Stevenson & Alan Long | Liz Signell & Warren Harkness |
| 1989 | Mara Stevenson & Chuck Stevenson | Akiko Stevenson & John Stevenson |
| 1990 | Carol Long & John Stevenson | Pat Stevenson & Alan Long |
| 1991 | Sarah Stevenson & Pete Salis | Vickie Jenkinson & Chuck Stevenson |
| 1992 | Mara Stevenson & Rick Jenkinson | Jacque Damon & Alan Long |
| 1993 | Carol Long & Jim Barker | Jacque Damon & Alan Long |
| 1994 | Sarah Stevenson & Pete Salis | Vickie Jenkinson & Chuck Stevenson |
| 1995 | Mara Stevenson & Rick Jenkinson | Jacque Damon & Alan Long |
| 1996 | Sarah Stevenson & Sherm Barker | Vicki Jenkinson & Dick Bugbee |
| 1997 | Pearl Busch & Alan Long | Sarah Stevenson & Dick Johnson |
| 1998 | Sally Bugbee & Chris Long | Ann Lee Bugbee & Chris Hagen |
| 1999 | Sarah Stevenson & Max Mason III | Mara Stevenson & Damon Zeigler |
| 2000 | Lindsay Hamlin & Chris Long | Chris Hamlin & Alan Long |
| 2001 | Jeri Hagen & Chuck Stevenson | Pearl Bush & Max Mason III |
| 2002 | Vickie Jenkinson & Steve Register | Jeri Hagen & Chris Tulloch |
| 2003 | Vickie Jenkinson & Steve Register | Sarah Stevenson & Phil Keidel |
| 2004 | Jeri Hagen & Peter Jenkinson | Kaeley Shepard & Steve Register |
| 2005 | Vickie Jenkinson & Ben Shepard | Kaeley Shepard & Peter Jenkinson |
| 2006 | Hannah Hagen & Peter Jenkinson | Kerry Damon & Alan Long |
| 2007 | Sarah Stevenson & Brent Tilley | Katherine Signell & Steve Signell |
| 2008 | Julia Signell & Peter Jenkinson | Hannah Hagen & Chris Tulloch |
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