Dorothy T. Sills Memorial Race Trophy

William H. Sills III, J. Michael Sills, and Stephen H. Sills donated this handsome silver punch bowl with ladle, 12 cups, and a 21-inch-diameter tray to the Yacht Club for the Class M fleet in 1974 in memory of their mother. In 2010, the trophy was reassigned to the Melges 17 fleet and is awarded annually to the winner of a championship series race.

Class M

• 1974 Jane Pegel
• 1975 Jane Pegel
• 1976 Susan Pegel
• 1977 Brian Porter
• 1978 Susan Pegel
• 1979 Jane Pegel
• 1980 Jane Pegel
• 1981 Jeff Baker
• 1982 Andy Carlson
• 1983 Jane Pegel
• 1984 Jane Pegel
• 1985 Jane Pegel
• 1986 Jane Pegel
• 1987 Jane Pegel
• 1988 No race 
• 1989 Jane Pegel
• 1990 Jane Pegel 
• 1991 Jane Pegel
• 1992 Garry Winter
• 1993 Jane Pegel
• 1994 Jane Pegel
• 1995 Jane Pegel
• 1996 Jane Pegel
• 1997 Jane Pegel

Melges 17 Class

• 2010 Harry Melges III
• 2011 Kyle Navin
• 2012 Harry Melges IV
• 2013 Matt Ripkey
  
• 2014 No Race
• 2015 No Race
• 2016 No Race
• 2017 Kyle Navin
• 2018 No Race
• 2019 Owen Szafran
• 2020 No Race