Dedicated in 1967 to the IOR yacht with the best performance for the week. In 1991 it was rededicated to the overall yacht with the best performance for the Block Island Race Week as judged by the Race Committee and the Commodore.
1965 - Inverness - Robert W. McCullough
1967 - Pinkletink - Howard Foster
1969 - Ergo - Conrad Jones
1971 - Puff - A.M.B. Syndicate
1973 - Robin - Ted Hood
1975 - Blaze - Richard duMoulin & Harold Oldak
1977 - Obsession - Philip Walters & Leo Hiatride
1979 - Mr. Hoot II - Meilman & Lowlich
1981 - Infinity - John B. Thomson
1983 - Infinity - John B. Thomson
1985 - Blade Runner - Basil Twist, Jr.
1987 - Fujimo - J. Schostak
1989 - Blue Yankee - Robert C. Towse
1991 - Valkyrie - Ron Peterson
1993 - Promises - William Sledd Shelhorse
1995 - Hat Trick - David Bosa & Craig Johnson
1997 - Jonrob - John Storck, Jr.
1999 - Gold Digger - James Bishop
2001 - Sugar - Brad Parker
2003 - Pretty Sketchy - Thomas Enright
2005 - Warpath - Steve & Fred Howe
2007 - Magic Glove - Colm Barrington
2009 - Power Play - Bruce Stone & Scott DeWeese
2011 - Rush - Bill Sweetser
2013 - Eclipse - Damien Emery
2015 - Caminos - Donald Filippelli
2017 - Good Trade - Bruce Stone & Nicole Berault
2019 - Interlodge IV - Austin and Gwen Fragomen
2021 - Dirty Harry - Jack McGuire
2023 - Deja Voodoo - Bill Zartler