Given in memory of Past Commodore H. Schuyler Horn, one of the MIYC founders
and patriarch of several MIYC members. Awarded to the winner of a single race
designated as the Schuyler Horn Race and sailed anytime during the summer,
customarily sailed by junior sailors in small sailboats.
| 1976 | Jeff Parry | 1999 | Robbie Christian |
| 1978 | Scott Parry, David Phillips | 2000 | Kaitlin Parry |
| 1977 | David Phillips | 2001 | Jessica Wood |
| 1979 | William P. Conley, Jr. | 2002 | Emaline Pryor |
| 1980 | Michael Repko | 2003 | Robbie Christian, Kevin Riley |
| 1981 | William P. Conley, Jr. | 2004-5 | Peter Smith, Jake Tower |
| 1982 | Bill Halsey | 2006 | Cassidy Fazio, Olivia Parry |
| 1983 | Laura Van Winkle | 2007 | Julian Chapin |
| 1984 | Whitney & Paul Connor | 2008 | Caroline Canning |
| 1985 | Matthew Taber | 2009 | Anna Foster |
| 1986 | Laura Taber | 2010 | Andrew Hughes, Cooper Walsh |
| 1987 | Bob Schock | 2011 | Holly Foster |
| 1990 | Whit Townsend | 2012 | Ellie Hughes |
| 1991 | Bill Carey | 2013 | Bennett Oakes |
| 1992 | Whit Townsend | 2014 | Katherine Glenn |
| 1993 | Grant Stuart | 2015 | Emily Russo |
| 1995 | Bradley Ursprung | 2016 | Austin Halsey, Finn McMillan, Liam Gronda |
| 1997 | Eric Muollo, Calvin Utter, | 2017 – 2019 | Not held |
| Jeremy Collins (tie) | |||
| 1998 | Jeremy Collins |