| 2019 | 66 | Mount Dora annual regatta | Lake Dora | |
| 2018 | 65 | Mount Dora annual regatta | Lake Dora | No entries |
| 2017 | 64 | Mount Dora annual regatta | Lake Dora | Strauley, Mindy |
| 2016 | 63 | Mount Dora annual regatta | Lake Dora | Strauley, Mindy |
| 2015 | 62 | Mount Dora annual regatta | Lake Dora | Strauley, Mindy |
| 2014 | 61 | Mount Dora annual regatta | Lake Dora | Strauley, Mindy |
| 2013 | 60 | Mount Dora annual regatta | Lake Dora | Blouin, Joe |
| 2012 | 59 | Mount Dora annual regatta | Lake Dora | |
| 2011 | 58 | Mount Dora annual regatta | Lake Dora | |
| 2010 | 57 | Mount Dora annual regatta | Lake Dora | |
| 2009 | 56 | Mount Dora annual regatta | Lake Dora | |
| 2008 | 55 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 2007 | 54 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 2005 | 52 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 2004 | 51 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 2003 | 50 | Mount Dora annual regatta | Lake Dora | Strauley, Mindy |
| 2002 | 49 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 2001 | 48 | Mount Dora annual regatta | Lake Dora | Spray, John |
| 2000 | 47 | Mount Dora annual regatta | Lake Dora | Heffernan-Haberland, Nancy |
| 1999 | 46 | Mount Dora annual regatta | Lake Dora | |
| 1998 | 45 | Mount Dora annual regatta | Lake Dora | Vancleef, David |
| 1997 | 44 | Mount Dora annual regatta | Lake Dora | |
| 1996 | 43 | Mount Dora annual regatta | Lake Dora | Blouin, Joe |
| 1995 | 42 | Mount Dora annual regatta | Lake Dora | Catalano, Michael |
| 1994 | 41 | Mount Dora annual regatta | Lake Dora | Liebl, James |
| 1993 | 40 | Mount Dora annual regatta | Lake Dora | Tillman, Dick |
| 1992 | 39 | Mount Dora annual regatta | Lake Dora | |
| 1991 | 38 | Mount Dora annual regatta | Lake Dora | |
| 1990 | 37 | Mount Dora annual regatta | Lake Dora | |
| 1989 | 36 | Mount Dora annual regatta | Lake Dora | |
