Dedicated in 1958, as the overall trophy for IOR boats in the Block Island Race. It was rededicated in 1995 for the 50th Block Island Race, to the yacht that has won her class and in the judgement of the Race Committee has had the best overall performance.
1979 - Inverness - R.W. McCullough
1980 - Bumble Bee - John Kahlbetzer
1981 - Infinity - John B. Thomson
1982 - Nirvana - Marvin Green
1983 - Cascade - Lawrence Huntington
1984 - Elusive - Jon Edelman
1985 - Boomerang - George Coumantaros
1986 - Conspiracy - Hinman Cahoots Synd.
1987 - Leverage - Steven Lever
1988 - Blue Yankee - Robert C. Towse
1989 - Fury - Paul Campbell
1990 - Blue Yankee - Robert C. Towse
1991 - Scamp - Robert Rainey
1992 - Denali - Lawrence Huntington
1993 - Scamp - Robert Rainey
1994 -
1995 - Morning Glory - Carl Olsson
1996 - Elixir - David Noyes
1997 - Bombardino - James Sykes
1998 - Blue Yankee - Robert C. Towse
1999 - Sirena - Steven Loeb
2000 - Lolita - Frank Savage
2001 - Neva - Robert Watson
2002 - Boomerang - George Coumantaros
2003 - Galadriel - John Santa
2004 - Rima - John Brim
2005 - Lora Ann - Richard duMoulin
2006 - Alibi - Gardner Grant
2007 - Privateer - Ron O' Hanley
2008 - Rosebud - Roger Sturgeon
2009 - Skye - Ty Anderson & Eric Kreuter
2010 - Bella Mente - Hap Fauth
2011 - Jaded - Peter Rugg & Dudley Nostrand
2012 - Ptarmigan - Larry Dickie
2013 - Alibi - Gardner Grant
2014 - Young American - AYC Juniors
2015 - Comanche - Jim Clark/Kristy Hinze Clark
2016 - Dreamcatcher - Stephen Kylander
2017 - Amadeus V - Jay Turchetta
2018 - Kenai - Chris Lewis
2019 - Elena - Steve Gordon 
2022 - Christopher Dragon - Andrew & Linda Weiss
2023 - Velocity2 - Kevin Marks & John Fallon
2024 - LOKI - David Rosow