NEBCBA Championship Winners
NEBCBA Junior Championship
| Year | Winning Club | Skipper | Held at |
|---|---|---|---|
| 1937 | Barnstable | John G. Howard, Jr. | Barrington YC |
| 1938 | Barnstable | Ned Handy | Barnstable YC |
| 1939 | Barrington | Charles Philbrick | Edgewood YC |
| 1940 | Edgewood | Richard E. Nickerson | Barrington YC |
| 1941 | Barrington | Sandy McCullock | Bass River YC |
| 1942-45 World War II Races off for the duration | |||
| 1946 | Edgewood | Genevieve Brown | Barrington YC |
| 1947 | Edgewood | Thomas Gately | Bass River YC |
| 1948 | Edgewood | Thomas Gately | New Bedford YC |
| 1949 | Bass River | George E. Robertson | Falmouth YC |
| 1950 | Bristol | Jim DeWolf | Edgewood YC |
| 1951 | Bristol | Jim DeWolf | Chapoquoit YC |
| 1952 | Edgewood | Bruce Butterworth | Mattapoisett YC |
| 1953 | Bass River | Jock Purcell | Bass River YC |
| 1954 | Edgewood | William Long | Edgewood YC |
| 1955 | Hyannis | Connie Moore | New Bedford YC |
| 1956 | Lewis Bay | Peter Anderson | Hyannis YC |
| 1957 | Weekapaug | Ray Cox | Barrington YC |
| 1958 | Weekapaug | Ray Cox | Edgewood YC |
| 1959 | Hyannis | Stanley Moore | New Bedford YC |
| 1960 | Coles River | Bert Goff | Hyannis YC |
| 1961 | Bass River | Peter Horner | Barrington YC |
| 1962 | Edgewood | William Upham | New Bedford YC |
| 1963 | Edgewood | William Upham | Weekapaug YC |
| 1964 | Mattapoisett | Charles Pieper | West Dennis YC |
| 1965 | Coles River | Nancy Goff | Mattapoisett YC |
| 1966 | Hyannisport | Wendy Moore | Edgewood YC |
| 1967 | Mattapoisett | Kathy Pieper | Barrington YC |
| 1968 | New Bedford | D. Polycarpo | Mattapoisett YC |
| 1969 | Hyannis | Peter W. Rogers | Duxbury YC |
| 1970 | Hyannis | David Wilbur | Hyannis YC |
| 1971 | Edgewood | Roger Graham | West Dennis YC |
| 1972 | Lewis Bay | Ricky Egan | Cataumet C |
| 1973 | Edgewood | Roger Graham | Angelica YC |
| 1974 | Cataumet | David Kano | Chapoquoit YC |
| 1975 | Nye's Neck | Mark Toomey | Tahanto YC |
| 1976 | Hyannis | John Downey | Chapoquoit YC |
| 1977 | Lewis Bay | Peter Bernhardt | Chatham YC |
| 1978 | Hyannis | Tom O'Toole | Hyannis YC |
| 1979 | Lewis Bay | Stephen Bernhardt | Tahanto YC |
| 1980 | Mattapoisett | Paul Downey | Angelica YC |
| 1981 | West Dennis | Blair Weigand | Bass River YC |
| 1982 | Lewis Bay | John Murray | Hyannis YC |
| 1983 | Wild Harbor | Tom Kirk | Wild Harbor YC |
| 1984 | Wild Harbor | Danny Goldman | Cataumet Club |
| 1985 | Lewis Bay | D. Nolan | West Dennis YC |
| 1986 | Wild Harbor | Jane Kirk | Wild Harbor YC |
| 1987 | Wild Harbor | John Fallon | Barnstable YC |
| 1988 | Chapoquoit | Abigail Drescher | Hyannis YC |
| 1989 | Falmouth | Robbie Richards | West Dennis YC |
| 1990 | Falmouth | Robbie Richards | Bass River YC |
| 1991 | Falmouth | Ryan Richards | West Dennis YC |
| 1992 | Bass River | Michael Crawford | Bass River YC |
| 1993 | Chatham | Taylor Howard | Bass River YC |
| 1994 | Wild Harbor | Steve Kirk | Waquoit Bay YC |
| 1995 | Chatham | Paul Ronty | Chatham YC |
| 1996 | Chatham | Stockton Reece | New Bedford YC |
Men's Championship
| Year | Winning Club | Skipper | Held at |
|---|---|---|---|
| 1948 | Barrington | Phillip Lenz | Falmouth YC |
| 1949 | Coles River | Douglas Borden | Rhode Island YC |
| 1950 | Angelica | Robert Warren, Jr. | Angelica YC |
| 1951 | Bristol | Franny DeWolf | Bristol YC |
| 1952 | Weekapaug | Russell Boss | Weekapaug YC |
| 1953 | Edgewood | Thomas Gately | E. Greenwich YC |
| 1954 | Edgewood | Thomas Gately | Falmouth YC |
| 1955 | Edgewood | Tom Hazelhurst | Wild Harbor YC |
| 1956 | Angelica | Charles Clark | Edgewood YC |
| 1957 | Wild Harbor | George Kirk | Mattapoisett YC |
| 1958 | Wild Harbor | George Kirk | Namequiot SA |
| 1959 | Hyannis | Stanley Moore | New Bedford YC |
| 1960 | Hyannis | Stanley Moore | Mattapoisett YC |
| 1961 | Barrington | Pete Waterman | Falmouth YC |
| 1962 | Wild Harbor | George Kirk | Wild Harbor YC |
| 1963 | Coles River | Albert Goff | Mattapoisett YC |
| 1964 | Nemasket Racing | Bill Adams, Jr. | Coles River YC |
| 1965 | Nemasket Racing | Bill Adams, Jr. | Wild Harbor YC |
| 1966 | Nemasket Racing | Bill Adams, Jr. | Chapoquoit YC |
| 1967 | Weekapaug | Theodore Sherman | Barnstable YC |
| 1968 | Waquoit Bay | Jan Sprout | Hyannis YC |
| 1969 | Cataumet | Bill Berry | Cataumet Club |
| 1970 | Barnstable | Tim Segar | Weekapaug YC |
| 1971 | Angelica | Harvey Pentleton | Angelica YC |
| 1972 | Mattapoisett | James Barnes | Chapoquoit YC |
| 1973 | Chapoquoit | Jeff Shaw | Wild Harbor YC |
| 1974 | West Dennis | Bob Murphy | Low Tide YC |
| 1975 | Cataumet | Charles York | Waquoit Bay YC |
| 1976 | West Dennis | John R. McLaughlin | Low Tide YC |
| 1977 | Lewis Bay | Mark Sexton | Tahanto YC |
| 1978 | West Dennis | Chris Murphy | Wild Harbor YC |
| 1979 | Hyannis | Jim Richardson | West Dennis YC |
| 1980 | Wild Harbor | Matt Oldale | Bass River YC |
| 1981 | West Dennis | David J. Laroche | Duxbury YC |
| 1982 | Tahanto | Chris Timson | Bass River YC |
| 1983 | Wild Harbor | Steve O'Connor | Cataumet Club |
| 1984 | Wild Harbor | Dan Oldale | West Dennis YC |
| 1985 | Tahanto | Chris Timson | Hyannis YC |
| 1986 | Cataumet | John York | Chatham YC |
| 1987 | Wild Harbor | Dan Oldale | Wild Harbor YC |
| 1988 | Wild Harbor | Dan Oldale | West Dennis YC |
| 1989 | Falmouth | Robert E. Arnold | Falmouth YC |
| 1990 | Event Suspended |
Women's Championship
| Year | Winning Club | Skipper | Held at |
|---|---|---|---|
| 1953 | Bass River | Mrs. Frederick Horner | Duxbury YC |
| 1954 | Chapoquoit | Penelope Sinclair | Hyannis YC |
| 1955 | Barnstable | Faith Cummings | Namequoit SA |
| 1956 | Chapoquoit | Penelope Sinclair | Barnstable YC |
| 1957 | Cataumet | Jeannette Barnes | West Falmouth YC |
| 1958 | Falmouth | Kay Leland | Megansett YC |
| 1959 | Chapoquoit | Penelope S. Hare | Point Independence |
| 1960 | Coles River | Joan Sequin | Weekapaug YC |
| 1961 | Falmouth | Kay Leland | Edgewood YC |
| 1962 | Angelica | Susan Anderson | Coles River YC |
| 1963 | Falmouth | Grace MacLellan | Angelica YC |
| 1964 | Falmouth | Elizabeth Leland | Falmouth YC |
| 1965 | Chapoquoit | Penelope S. Hare | Chapoquoit YC |
| 1966 | Mattapoisett | Susan McGowan | Angelica YC |
| 1967 | Chapoquoit | Nancy A Wendell | Duxbury YC |
| 1968 | Hyannis | Constance Tracy | Weekapaug YC |
| 1969 | Weekapaug | Bettina B. Hall | Lewis Bay YC |
| 1970 | Mattapoisett | Sue McGowan | Mattapoisett YC |
| 1971 | Mattapoisett | Sue McGowan | Edgewood YC |
| 1972 | Angelica | Linda Anderson | Chatham YC |
| 1973 | Hyannis | Judy Fenner | Angelica YC |
| 1974 | Bass River | Wendy M. Bartlett | Hyannis YC |
| 1975 | Mattapoisett | Sue McGowan | Mattapoisett YC |
| 1976 | Hyannis | Judy Fenner | Tahanto YC |
| 1977 | Angelica | Susan A. Nelson | Cataumet C |
| 1978 | West Dennis | Lynne Johnson | West Dennis YC |
| 1979 | Lewis Bay | Susan Doliner | Lewis Bay YC |
| 1980 | Tahanto | Anne Timson | Tahanto YC |
| 1981 | Wild Harbor | Carla Polcari | Wild Harbor YC |
| 1982 | Wild Harbor | Carla Polcari | West Dennis YC |
| 1983 | Bass River | Lisa Ryan | New Bedford YC |
| 1984 | Wild Harbor | Carla Polcari | Bass River YC |
| 1985 | Wild Harbor | Carla Polcari | Wild Harbor YC |
| 1986 | Chapoquoit | Betsey Robinson | Barnstable YC |
| 1987 | Wild Harbor | Carla Polcari | West Dennis YC |
| 1988 | Cataumet | Jennifer Kano | Wild Harbor YC |
| 1989 | Bass River | Lisa Ryan Hague | Falmouth YC |
| 1990 | Event Suspended |
Mitey Mite Championship
| Year | Winning Club | Skipper | Held at |
|---|---|---|---|
| 1958 | Wild Harbor | Bill Adams | Point Independence |
| 1959 | Weekapaug | Arthur Ellis | Barrington YC |
| 1960 | Hyannis | Robert Scudder | Barnstable YC |
| 1961 | Hyannisport | Preston Dalglish, Jr. | Chapoquoit YC |
| 1962 | Wianno | John Kiley | Hyannisport YC |
| 1963 | Wianno | John Kiley | Edgewood YC |
| 1964 | Edgewood | Dave Furlong | Duxbury YC |
| 1965 | Mattapoisett | Tom Miller | Hyannis YC |
| 1966 | Weekapaug | Bill Boll | Weekapaug YC |
| 1967 | New Bedford | Teddy Scott | Chapoquoit YC |
| 1968 | Lewis Bay | Richard Egan | Waquoit Bay YC |
| 1969 | West Dennis | John Mercaldo | Edgewood YC |
| 1970 | Duxbury | Peter C. Clapp | West Dennis YC |
| 1971 | Duxbury | Charles E. Clapp | Waquoit Bay YC |
| 1972 | West Dennis | Chris Murphy | Barnstable YC |
| 1973 | West Dennis | Troy Weigand | Mattapiosett YC |
| 1974 | Lewis Bay | Steven Bernhardt | West Dennis YC |
| 1975 | Hyannis | Tom O'Toole | Barnstable YC |
| 1976 | Wianno | Stephen Ullian | Cataumet C |
| 1977 | Wianno | Gordon Burns | Mystic River BA |
| 1978 | Wianno | Alden Edmonds | Tahanto YC |
| 1979 | West Dennis | Jay Campbell | Cataumet Club |
| 1980 | Wianno | Sarah Burns | Waquoit Bay YC |
| 1981 | West Dennis | Stephen Walsh | West Dennis YC |
| 1982 | Chatham | John Dickson | Waquoit Bay YC |
| 1983 | Waquoit Bay | J.T. King | Wianno YC |
| 1984 | Hyannis | Tyler Moore | Waquoit Bay YC |
| 1985 | Waquoit Bay | Ales Khan | Waquoit Bay YC |
| 1986 | Falmouth | Robbie Richards | Waquoit Bay YC |
| 1987 | Wild Harbor | Tim Fallon | Hyannis YC |
| 1988 | Namequoit | Taylor Howard | Hyannis Port YC |
| 1989 | Falmouth | Michael Richards | Wianno YC |
| 1990 | Chatham | Mike Berdik | West Dennis YC |
| 1991 | Wild Harbor | David Fallon | Chatham YC |
| 1992 | Chatham | Jonathan Spring | Barnstable YC |
| 1993 | Lewis | Matt Thompson | West Dennis YC |
| 1994 | Wild Harbor | Peter Fallon | Waquoit Bay YC |
| 1995 | Hyannis | Matthew Sexton | Chatham YC |
| 1996 | Falmouth | William Brennan | New Bedford YC |
Tired Fathers/Parents Championship
| Tired Fathers Championship | |||
|---|---|---|---|
| Year | Winning Club | Skipper | Held at |
| 1960 | Cataumet | Ted Spencer | New Bedford YC |
| 1961 | Wild Harbor | Dr. William Adams, Jr | Wild Harbor YC |
| 1962 | Barrington | Charles F. Gladding | Mattapoisett YC |
| 1963 | Mattapoisett | F.L. Dixon Yard | New Bedford YC |
| 1964 | Cataumet | A. Theodore Spencer | Nemasket RA |
| 1965 | Coles River | Gerrit Sanford | Rhode Island YC |
| 1966 | Mattapoisett | F.L. Dixon Yard | Coles River YC |
| 1967 | Edgewood | Richard Nickerson | Sakonnet YC |
| 1968 | Edgewood | Richard Nickerson | New Bedford YC |
| 1969 | Chapoquoit | Gilbert King, Jr. | Chapoquoit YC |
| 1970* | New Bedford | Leo J. Telesmanick | Edgewood YC |
| 1971 | Lewis Bay | Richard Egan | Hyannis YC |
| 1972 | Chapoquoit | E. Swift Lawrence | Duxbury YC |
| 1973 | Mattapoisett | David Jenney | Low Tide YC |
| 1974 | Mattapoisett | David Jenney | Tahanto YC |
| 1975 | Mattapoisett | David Jenney | Low Tide YC |
| 1976 | Mattapoisett | David Jenney | Mattapoisett YC |
| Tired Parents Championship | |||
| 1977 | Lewis Bay | Donald Dinneen | Edgewood YC |
| 1978 | Tanhanto | William Timson | Low Tide YC |
| 1979 | Tahanto | Bill Timson | Mattapoisett YC |
| 1980 | Mattapoisett | Dave Jenny | West Dennis YC |
| 1981 | Mattapoisett | Dave Jenny | Cataumet Club |
| 1982 | Mattapoisett | Dave Jenny | Cataumet Club |
| 1983 | Cataumet | Charles York | Mattapoisett YC |
| 1984 | Cataumet | Charles York | Waquoit Bay YC |
| 1985 | Cataumet | Charles York | Chatham YC |
| 1986 | Wild Harbor | Bob Oldale | West Dennis YC |
| 1987 | Wild Harbor | Bob Oldale | Chatham YC |
| 1988 | Cataumet | Charles York | Lewis Bay YC |
| 1989 | Event suspended | ||
| * Race Cancelled - Finish awarded by Flip of the Coin | |||
Chairman's Trophy
|
1964 Mattapoisett YC 1965 Mattapoisett YC 1966 Mattapoisett YC 1967 West Dennis YC 1968 Edgewood YC 1969 Hyannis YC 1970 Mattapoisett YC 1971 Mattapoisett YC 1972 Edgewood YC 1973 Duxbury YC 1974 Cataumet YC 1975 Edgewood YC 1976 Mattapoisett YC 1977 Lewis Bay YC |
1978 West Dennis YC 1979 Hyannis YC 1980 Mattapoisett YC 1981 Wild Harbor YC 1982 Wild Harbor YC 1983 Chatham YC 1984 Wild Harbor YC 1985 Wild Harbor YC 1986 Wild Harbor YC 1987 Wild Harbor YC 1988 Wild Harbor YC 1989 Falmouth YC 1990 Hyannis YC |
1991 Falmouth YC 1992 West Dennis YC 1993 Chatham YC 1994 Wild Harbor YC 1995 Chatham YC 1996 Wild Harbor YC 1997 Chatham YC 1998 Chatham YC 1999 Wild Harbor YC 2000 Wild Harbor YC 2001 Mattapoisett 2002 Wild Harbor 2003 Chapaquoit |
Leo J. Telesmanick Beetle Cat Class Championship
| Overall | |||
|---|---|---|---|
| Year | Winning Club | Skipper | Held at |
| 1980 | Wild Harbor | Matt Oldale | Buzzards Bay Regatta |
| 1981 | Woods Hole | John Valois | Waquoit Bay YC |
| 1982 | Wild Harbor | John Kirk | Waquoit Bay YC |
| 1983 | Wild Harbor | Bill Adams | Hyannis YC |
| 1984 | Wild Harbor | Dan Oldale | Waquoit Bay YC |
| 1985 | Cataumet | John York | New Bedford YC |
| 1986 | Cataumet | John York | Falmouth YC |
| 1987 | Wild Harbor | Dan Oldale | Waquoit Bay YC |
| 1988 | Wild Harbor | Dan O'Connor | Waquoit Bay YC |
| 1989 | Falmouth | Rob Richards | Falmouth YC |
| 1990 | Falmouth | Rob Richards | Waquoit Bay YC |
| 1991 | Falmouth | Rob Richards | Bass River YC |
| 1992 | Falmouth | Rob Richards | West Dennis YC |
| 1993 | Wild Harbor | Stephen Kirk | Hyannis YC |
| 1994 | Falmouth | Ryan Richards | Waquoit Bay YC |
| 1995 | Chapoquoit | Carolyn Flynn | Chatham YC |
| 1996 | Wild Harbor | Dan O'Connor | New Bedford YC |
| 1997 | Wild Harbor | Tim Fallon | Mattapoisett YC |
| 1998 | Wild Harbor | Steve Kirk | Bass River YC |
| 1999 | Cataumet | John York | Wild Harbor YC |
| 2000 | Cataumet | John York | Chapoquoit YC |
| 2001 | Cataumet | John York | Mattapoisett YC |
| 2002 | Cataumet | John York | FRMEA/Low Tide YC |
| 2003 | Chapoquoit | Alessandro Zezza | Duxbury YC |
| 2004 | Wild Harbor | Mark Fallon | Edgewood YC |
| 2005 | Howard Boats | Peter Eastman | Barnstable YC |
| 2006 | Howard Boats |
Peter Eastman | Low Tide YC |
| 2007 | Barnstable | Scott Bearse | Barnstable YC |
| 2008 | Weekapaug | Bill Boll | Weekapaug YC |
| 2009 | Wild Harbor | Karen Renzulli | Chatham YC |
| 2010 | Wild Harbor | John Fallon | Chapoquoit YC |
| 2011 | Weekapaug | Bill Boll | Weekapaug YC |
| 2012 | Wianno | Ery Largay | Bass River YC |
| 2013 | Howard Boats | Peter Eastman | Barnstable YC |
| 2014 | Wild Harbor | Karen Fallon | Chatham YC |
| 2015 | Weekapaug | Bill Boll | Weekapaug YC |
| 2016 | Hyannis | Scott Bearse | Hyannis YC |
| 2017 | Wild Harbor | Tim Fallon | Edgewood YC |
| 2018 | Wild Harbor | Tim Fallon | Bass River YC |
| 2019 | Weekapaug | William Boll | Weekapaug YC |
| 2021 | Wild Harbor | Tim Fallon | Chatham YC |
| 2022 | Barnstable | Michael Costello | Edgewood YC |
| 2023 | Barnstable | Michael Costello | Bass River YC |
|
Junior Division |
|||
| 1980 | Wild Harbor | John Kirk | |
| 1981 | Wild Harbor | Tom Kirk | |
| 1982 | Wild Harbor | John Kirk | |
| 1983 | Wild Harbor | Tom Kirk | |
| 1984 | Wild Harbor | Jared Webster | |
| 1985 | Wild Harbor | John Fallon | |
| 1986 | Wild Harbor | Peter Kirk | |
| 1987 | Wild Harbor | Peter Kirk | |
| 1988 | Wild Harbor | Peter Kirk | |
| 1989 | Falmouth | Rob Richards | |
| 1990 | Falmouth | Rob Richards | |
| 1991 | Falmouth | Rob Richards | |
| 1992 | Falmouth | Michael Callahan | |
| 1993 | Wild Harbor | Stephen Kirk | |
| 1994 | Wild Harbor | Stephen Kirk | |
| 1995 | Falmouth | Michael Richards | |
| 1996 | Wild Harbor | Steve Kirk | |
| 1997 | Chatham | Paul Ronty | |
| 1998 | Chatham | Paul Ronty | |
| 1999 | Wild Harbor | Peter Kirk | |
| 2000 | Wild Harbor | John McNamara | |
| 2001 | No Qualifiers | ||
| 2002 | Peter Fallon | ||
| 2003 | Patrick Ryan | ||
| 2004 | No Qualifiers | ||
| 2005 | Wild Harbor | Michael Bouchie | |
| 2006 | Wild Harbor | Michael Bouchie | |
| 2007 | Wild Harbor | Michael Bouchie | |
| 2008 | Weekapaug | Heather Wakeman | |
| 2009 | Chatham | Catherine O'Sullivan | |
| 2010 | Chapoquoit | Bailey Lee | |
| 2011 | Weekapaug | Teddy Best | |
| 2012 | American | William O'Leary | |
| 2013 | Weekapaug | Bennet Capozzi | |
| 2014 | Chatham | Jack Murphy | |
| 2015 | Weekapaug | Chris Hark | |
| 2016 | Edgewood | Henry Lee | |
| 2017 | Edgewood | Georgia Shuster | |
| 2018 | Edgewood | Greta Shuster | |
| 2019 | Weekapaug | Ryan Travers | |
| 2021 | Chatham | Cody Lamoreux | |
| 2022 | Edgewood | Jackson Bartro | |
| 2023 | Wianno | Sage Wadlow | |
| Women's Division | |||
| 1990 | Chapoquoit | Penelope S. Hare | |
| 1991 | Bass River | Lisa Ryan Hague | |
| 1992 | Bass River | Carol Childs | |
| 1993 | Wild Harbor | Pam Kirk | |
| 1994 | Waquoit Bay | Cynthia Limberakis | |
| 1995 | Chapoquoit | Carolyn Flynn | |
| 1996 | Chapoquoit | Carolyn Flynn | |
| 1997 | Chapoquoit | Carolyn Flynn | |
| 1998 | Chatham | Larissa Conte | |
| 1999 | Chapoquoit | Tay Evans | |
| 2000 | Chapoquoit | Molly Cornell | |
| 2001 | Chapoquoit | Lulu Zezza | |
| 2002 | Gretchen Granbery | ||
| 2003 | Chapoquoit | Lulu Zezza | |
| 2004 | No qualifiers | ||
| 2005 | Howard Boats | Tracy Taylor | |
| 2006 | No qualifiers | ||
| 2007 | Weekapaug | Nonie Price | |
| 2008 | Wild Harbor | Karen Renzulli | |
| 2009 | Wild Harbor | Karen Renzulli | |
| 2010 | Chapoquoit | Nadia Lipp | |
| 2011 | Wianno | Ery Largay | |
| 2012 | Wianno | Ery Largay | |
| 2013 | Wianno | Ery Largay | |
| 2014 | Wild Harbor | Karen Fallon | |
| 2015 | Weekapaug | Nonie Price | |
| 2016 | Wianno | Ery Largay | |
| 2017 | Wianno | Ery Largay | |
| 2018 | Wianno | Ery Largay | |
| 2019 | Wianno | Ery Largay | |
| 2021 | Wianno | Ery Largay | |
| 2022 | Wianno | Ery Largay | |
| 2023 | Barnstable | Gretchen Hibben | |
| Old Salt's Division | |||
| 1987 | Mattapoisett | David Jenney | |
| 1988 | Mattapoisett | David Jenney | |
| 1989 | Falmouth | Bob Dunn | |
| 1990 | Chapoquoit | Penelope S. Hare | |
| 1991 | Bass River | Frank Lloyd, III | |
| 1992 | West Dennis | David Akin | |
| 1993 | Wild Harbor | Pam Kirk | |
| 1994 | West Dennis | David Akin | |
| 1995 | Chatham | Joe Tamsky | |
| 1996 | Chatham | Roy Terwilliger | |
| 1997 | Chatham | Roy Terwilliger | |
| 1998 | Chatham | Roy Terwilliger | |
| 1999 | Wild Harbor | Billy Adams | |
| 2000 | Chapoquoit | Carlo Zezza | |
| 2001 | Edgewood | Wells Pile | |
| 2002 | Chapoquoit | Carlo Zezza | |
| 2003 | Les Johnson | ||
| 2004 | Edgewood | Well Pyle | |
| 2005 | Barnstable | Steve Glovinsky | |
| 2006 | Low Tide | Robert Clark | |
| 2007 | Barnstable | Scott Bearse | |
| 2008 | Weekapaug | Bill Boll | |
| 2009 | Barnstable | Scott Bearse | |
| 2010 | Barnstable | Scott Bearse | |
| 2011 | Weekapaug | Bill Boll | |
| 2012 | Barnstable | Scott Bearse | |
| 2013 | Barnstable | Scott Bearse | |
| 2014 | Barnstable Scott Bearse | ||
| 2015 | Atlantic | Stephen Culhane | |
| 2016 | Hyannis | Brad Tracy | |
| 2017 | Dublin Lake, NH | Loring Catlin, Jr. | |
| 2018 | Atlantic | Stephen Culhane | |
| 2019 | Weekapaug | William Boll | |
| 2021 | Tahanto | Chris Timson | |
| 2022 | Edgewood | Jeff Lanphear | |
| 2023 | Atlantic | Stephen Culhane | |
| Men's Division | |||
| 2000 | Cataumet | John York | |
| 2001 | Cataumet | John York | |
| 2002 | Cataumet | John York | |
| 2003 | Chapoquoit | Alessandro Zezza | |
| 2004 | Wild Harbor | Mark Fallon | |
| 2005 | Howard Boats | Peter Eastman | |
| 2006 | Hyannis Port | Peter Eastman | |
| 2007 | Cataumet | Charlie York | |
| 2008 | Chapoquoit | Alessandro Zezza | |
| 2009 | Chatham | Ted Dickson | |
| 2010 | Wild Harbor | John Fallon | |
| 2011 | Weekapaug | David Bryant | |
| 2012 | Wianno | Peter Eastman | |
| 2013 | Howard Boats | Peter Eastman | |
| 2014 | Chatham | Ted Dickson | |
| 2015 | Weekapaug | Chris Dwyer | |
| 2016 | Wianno | Bryan Largay | |
| 2017 | Weekapaug | Steve Glovinsky | |
| 2018 | Wild Harbor |
Tim Fallon |
|
| 2019 | Weekapaug |
Dave Bryant |
|
| 2021 | Wild Harbor |
Tim Fallon |
|
| 2022 | Barnstable |
Michael Costello |
|
| 2023 | Barnstable |
Michael Costello |
|
| Ancient Mariner's Division |
|||
| 2001 | Chatham | Roy Terwilliger | |
| 2002 | Mattapoisett | Sue McGowan | |
| 2003 | Chatham | Roy Terwillger | |
| 2004 | Mattapoisett | Sue McGowan | |
| 2005 | Barnstable | Sam Magruder | |
| 2006 | Weekapaug | Charles Warner | |
| 2007 | Bass River | Allen Bragdon | |
| 2008 | Weekapaug | Ray Cox | |
| 2009 | Chatham | Roy Terwilliger | |
| 2010 | Chapoquoit | Carlo Zezza | |
| 2011 | Weekapaug | Steve Glovinsky | |
| 2012 | Weekapaug | Steve Glovinsky | |
| 2013 | Weekapaug | Steve Glovinsky | |
| 2014 | Weekapaug | Steve Glovinsky | |
| 2015 | Weekapaug | Bill Boll | |
| 2016 | Hyannis | Scott Bearse | |
| 2017 | Bristol | Herb Browne | |
| 2018 | Barnstable | Scott Bearse | |
| 2019 | Westport | Bob Hawes |
|
| 2021 | Weekapaug | Steve Glovinsky |
|
| 2022 | Weekapaug | Steve Glovinsky |
|
| 2023 | Bass River | Rick Crawford |
|
Travel Trophy
| 1995 | Peter Clapp |
| 1996 | Jim Donovan |
| 1997 | Les Johnston |
| 1998 | John Todd |
| 1999 | Richard Durgin |
| 2000 | Roy Terwilliger |
| 2001 | Martha Martin |
| 2002 | Thimble Island |
| 2003 | Zezza Family |
| 2016 | Craig Fillmann |
| 2017 | Craig Fillmann |
| 2021 | Craig Fillmann |
| 2022 | Craig Fillmann |
| 2023 | Craig Fillmann |