MASTERS MEN 35
1991
Outrigger Canoe Club
Mike Clifford
Bill Bright
Bill Danford
John Finney
Mark Buck
Brant Ackerman
1992
Hui Nalu Canoe Club
Matt Higgins
Georg Kissner
Bruce Blankenfeld
Rocky Higgins
Wayne Fijihara
Kala Kukea
1993
Hui Nalu Canoe Club
Nainoa Thompson
Bruce Blankenfeld
Georg Kissner
Rocky Higgins
Jim Lenhart
Kala Kukea
1994
Hui Nalu Canoe Club
Bob Rocheleau
Matt Higgins
Georg Kissner
Rocky Higgins
Kala Kukea
1995
Outrigger Canoe Club
Karl Hever IV
Bill Bright
Keahi Robins
Mark Buck
Bill Mowat
Brant Ackerman
1996
Lanikai Canoe Club
Duane Webster
Rich Lambert
Bill Keller
Mike Knott
Curtis Hawkins
James Kodama
1997
Lanikai Canoe Club
Eric Levora
Cory Mehau
Giovanni Camuso
Peter Ronley
Ira Fujisaki
Scott Freitas
1998
Outrigger Canoe Club
Courtney Seto
Bill Mowat
Chris Kincaid
Mark Buck
Dale Hope
Todd Bradley
1999
Lanikai Canoe Club
John Foti
Rocky Owens
Claude Butcher
Bo Easterbrooks
Ira Fujisaki
Jim Foti
2000
Outrigger Canoe Club
Karl Heyer IV
Marc Haine
Walter Guild
Bill Bright
Scott Rolles
Aka Hemmings
2001
Lanikai Canoe Club
Bruce Lukas
John Foti
Cory Mehau
Peter Binney
AlanCarvalho
Scott Freitas
2002
Outrigger Canoe Club
Karl Heyer IV
Walter Guild
Todd Bradley
Marc Haine
Jim Beaton
Jimmy Austin
MASTERS MEN 40
2003
Outrigger Canoe Club
Tommy Damon
Marc Haine
Karl Heyer IV
Walter Guild
Eric Levora
Todd Bradley
2004
Hui Lanakila Canoe Club
Leighton Look
Sam Alama
Tomas Schlotman
Stephen Holbrook
Jim Hewitt
Fred Delos Santos
2005
Lanikai Canoe Club
Tom Conner
Jeff Cummins
Pat Erwin
John Foti
Eric Levora
David Smith
2006
Outrigger Canoe Club
Karl Heyer IV
Robby Harrison
Walter Guild
Marc Haine
Bruce Black
Jim Beaton
2007
Outrigger Canoe Club
Karl Heyer IV
Robby Harrison
Walter Guild
Marc Haine
Bruce Black
Jim Beaton
2008
Lanikai Canoe Club
Jeff Cummings
Eckhart Diestel
Jim Foti
Daniel Kauai
Davis Smith
Thomas Conner
2009
Lanikai Canoe Club
Michael Hall
Peter Abcarian
Thomas Cavaco
John Foti
Thomas Cavaco
Herb Nahinu
2010
Lanikai Canoe Club
Kanai Kauhane
Peter Abcarian
Bobby Yoza
Michael Hall
Scott Freitas
Thomas Cavaco
2011
Outrigger Canoe Club
Byron Ho
Ruben Cabaniero
John Wacker
Todd Sandvold
Mike Nakano
Stewart Kawakami
2012
Leeward Kai Canoe Club
Norm Bradley
Darius Antonio
Gregory Gomes
Daven Kaaihue
Mel Puu
Dayne Van Gieson
2013
Hui Nalu Canoe Club
Michael Pedersen
Robert Harrison
Chris Ball
Todd Payes
Darren Orr
Daniel Sheard
2014
Lanikai Canoe Club
Kekoa Bruhn
Gio Camuso
Thomas Cavaco
Jim Foti
Derek Parker
John Foti
2015
Race not held due to 6 p.m. curfew.
2016
Leeward Kai Canoe Club
Tako Lono-Soares Jr.
Jason Bellefeuille
Darius Antonio
Norm Bradley
Derek Ahrens
Alfred Van Gieson
2017
Lanikai Canoe Club
Alexsandro Arasawa
Kekoe Bruhn
Skozilla Pecora
Manny Kulukulualani
Tapa Worthington
Scott Freitas
7:31.96
2018
Outrigger Canoe Club
Michael Beyer
Kaihe Chong
Bret Chuckovich
Byron Ho
Bill Pratt
Stewart Kawakami
3:33.88
2019
Outrigger Canoe Club
Victor Bovino-Agostini
Ikaika Harbottle
Ikaika Kincaid
Darren Orr
Billy Pratt
Jimmy Austin
3:35.06
2020
Regatta cancelled due to COVID 19
2021
Regatta cancelled due to COVID 19
2022
Outrigger Canoe Club
Jonathan Everest
Ikaika Kincaid Jr.
Darren Orr
Patrick Shea
Max Solmssen
Jimmy Austin
3:40.25
2023
Lanikai Canoe Club
Ethan Creps
Jim Foti
John Foti
Dano Newbill
Mike Pharaon
Karel Trenak Jr
3:22.52