Hyannis Port Yacht Club Regatta
| 50th Anniversary Trophy |
| 1959 |

|
Venture |

|
David D. Steere |
| |
| 1960 Regatta Trophy |
| 1960 |
Marna |
John T. Fallon |
|
Commodore W.R. Sinclair Trophy
Presented to Commodore W.R. Sinclair
by the Hyannis Port Yacht Club Members
on September 5, 1960 and placed in competition by him
|
|
Year
|
 |
Yacht
|
 |
Skipper
|
|
1961
|
Fantasy
|
James G. Hinkle
|
|
1962
|
Marna
|
John T. Fallon
|
|
1963
|
Marna
|
John T. Fallon
|
|
1964
|
No Race - No Wind
|
|
1965
|
Marna
|
John T. Fallon
|
|
1966
|
Victura
|
Edward M. Kennedy
|
|
1967
|
Cirrus
|
George P. Edmonds, Jr.
|
|
1968
|
Marna
|
John T. Fallon
|
|
1969
|
Bettawin
|
Ross W. Richards
|
|
1970
|
Marna
|
John T. Fallon
|
|
1971
|
Madeline
|
John C. Kiley, III
|
|
1972
|
Cirrus
|
George P. Edmonds, Jr.
|
|
1973
|
Vantage
|
Stephen B. Lawson
|
|
1974
|
No Race - High Winds
|
|
1975
|
Marna
|
John T. Fallon
|
|
1976
|
Rapparee
|
Timothy O'Keeffe
|
|
1977
|
Cirrus
|
George P. Edmonds, III
|
|
1978
|
Victura
|
Edward M. Kennedy
|
|
1979
|
Invader
|
Lewis J.H. Gunn
|
|
1980
|
Mathemagic
|
John J. King, Jr.
|
|
1981
|
Marna
|
John T. Fallon
|
|
1982
|
Pertelote
|
Boardman Lloyd
|
|
1983
|
Lucky Lady
|
Bradford W. Tracy
|
|
1984
|
Rapparee
|
Peter L. O'Keeffe
|
|
1985
|
Pertelote
|
Malcolm Lloyd
|
|
1986
|
Steamer
|
Thomas H. O'Toole
|
|
1987
|
Scarlet
|
Thomas H. O'Toole
|
|
1988
|
Molly
|
Alan T. McDonough
|
|
1989
|
Marna
|
John T. Fallon, Jr.
|
|
1990
|
Intuition
|
James H. Light
|
|
1991
|
Marna
|
John T. Fallon, Jr.
|
|
1992
|
Eight Ball
|
Karl E. Anderson
|
|
1993
|
Cochenoe
|
Donald F. Law, Jr.
|
|
1994
|
Invader
|
Lewis J.H. Gunn
|
|
1995
|
Lente Festina
|
G. Kent Plunkett
|
|
1996
|
Cochenoe
|
Andrew Pesek
|
|
1997
|
Venture
|
Christopher Delorey
|
|
1998
|
Eight Ball
|
Ian McNiece
|
|
1999
|
Scarlet
|
Burt McManus
|
|
2000
|
Scarlet
|
Burt McManus
|
| 2001 |
Yankee Dime |
Gordon Burnes |
| 2002 |
Lindy |
David McDonough |
| 2003 |
Pieces of 8 |
Todd Kittredge |
| 2004 |
Pieces of 8 |
Todd Kittredge |
| 2005 |
Aurora |
Holly Edmonds |
| 2006 |
Heritage |
John T. Fallon, Jr. |
| 2007 |
Yankee Dime |
B. Francis Saul III |
| 2008 |
Dauntless |
Jeffrey Tracy |
Malcom "Max" Crosby Trophy
|
Year
|
 |
Yacht
|
 |
Skipper
|
|
1973
|
Glimpse II
|
John Bentley, Jr.
|
|
1974
|
Junk
|
Stephen C. Morris
|
|
1975
|
Junk
|
Stephen C. Morris
|
|
1976
|
Cirrus
|
George P. Edmonds, Jr.
|
|
1977
|
Molly
|
Alan T. McDonough
|
|
1978
|
Kialoa
|
John C. Kiley, III
|
|
1979
|
Madeline
|
George P. Edmonds, III
|
|
1980
|
Marna
|
John T. Fallon
|
|
1981
|
Cirrus
|
George P. Edmonds, Jr.
|
|
1982
|
Pertelote
|
Boardman Lloyd
|
|
1983
|
Madeline
|
Richard M. Burnes, Jr.
|
|
1984
|
Pertelote
|
Malcolm Lloyd
|
|
1985
|
Marna
|
John T. Fallon, Jr.
|
|
1986
|
Molly
|
Alan T. McDonough
|
|
1987
|
Cochenoe
|
Donald F. Law, Jr.
|
|
1988
|
Cochenoe
|
Donald F. Law, Jr.
|
|
1989
|
Cochenoe
|
Donald F. Law, Jr.
|
|
1990
|
Eight Ball
|
Karl E. Anderson
|
|
1991
|
Lindy
|
Alan T. McDonough
|
|
1992
|
Lindy
|
Alan T. McDonough
|
|
1993
|
Turmoil Too
|
Brooke Seckel
|
|
1994
|
Marna
|
John T. Fallon, Jr.
|
|
1995
|
Cochenoe
|
Kevin C. Cain & Andrew Pesek
|
|
1996
|
Escapade
|
Barry Plunkett, Jr.
|
|
1997
|
Sea Lyon
|
Charles M. Lyons
|
|
1998
|
Chanzia
|
Lloyd B. McManus
|
|
1999
|
Cirrus
|
Holly Edmonds
|
|
2000
|
Rapparee
|
Peter L. O'Keeffe
|
| 2001 |
Lente Festina |
G. Kent Plunkett |
2002 |
Pertelote |
Timothy Fulham |
| 2003 |
Cirrus |
Holly Edmonds |
| 2004 |
Lindy |
David McDonough |
| 2005 |
Cochenoe |
John Kiley |
| 2006 |
Heritage |
John T. Fallon, Jr. |
| 2007 |
Aurora |
Holly Edmonds |
|