H Class Champions
Since 1928
| Year | Boat Name | Skipper | Yacht Club |
|---|---|---|---|
| 2021 | Nefertiti | Bill Berry | Beverly Yacht Club |
| 2020 | No Contest | ||
| 2019 | Bumble | Josh Legg | Buzzards Yacht Club |
| 2018 | Nefertiti | Bill Berry | Beverly Yacht Club |
| 2017 | Breezing Up | Chip Whipple | Shelter Island Yacht Club |
| 2016 | Nefertiti | Bill Berry | Beverly Yacht Club |
| 2015 | Lickety Split | Rich McNeil | Beverly Yacht Club |
| 2014 | Bumble | Josh Legg | Buzzards Yacht Club |
| 2013 | Escape | Jay Fisher | Buzzards Yacht Club |
| 2012 | Katy | Chad Demarest | Buzzards Yacht Club |
| 2011 | Lickety Split | Jed Hoffer | Beverly Yacht Club |
| 2010 | Katy | Chad Demarest | Buzzards Yacht Club |
| 2009 | Swan Song | George Moffat | Beverly Yacht Club |
| 2008 | Moonglade | D. Warren Vose Jr. | Edgartown Yacht Club |
| 2007 | Swizzle | Ted Grayson | Quissett Yacht Club |
| 2006 | Swan Song | George Moffat | Beverly Yacht Club |
| 2005 | Nobska II | Andy & Tad Chase | Buzzards Yacht Club |
| 2004 | Moonglade | D. Warren Vose Jr. | Edgartown Yacht Club |
| 2003 | Moonglade | D. Warren Vose Jr. | Edgartown Yacht Club |
| 2002 | Wendy | Rob Hurd/M. Callahan | Tabor Acadamy |
| 2001 | Persephone | George Eberstadt | Edgartown Yacht Club |
| 2000 | Wendy | Rob Hurd/M. Callahan/E. Hurd | Tabor Acadamy |
| 1999 | Wendy | Rob Hurd/M. Callahan | Tabor Acadamy |
| 1998 | Wendy | Rob Hurd/M. Callahan | Tabor Acadamy |
| 1997 | Tagalong | C. David Burt | Quissett Yacht Club |
| 1996 | Lickety Split | Rich McNeil | Beverly Yacht Club |
| 1995 | Songsparrow | Phip Hallowell | Buzzards Yacht Club |
| 1994 | Wendy | Rob Hurd/P. Cloos | Quissett Yacht Club |
| 1993 | Wendy | Rob Hurd | Quissett Yacht Club |
| 1992 | Sea Breeze | Janet Chalmers | Quissett Yacht Club |
| 1991 | Fast Enough | Josephine Hetzeck | Beverly Yacht Club |
| 1990 | Lorelei | Terry Cronburg | Buzzards Yacht Club |
| 1989 | Nobska II | Tad Chase | Buzzards Yacht Club |
| 1988 | Weemark | Bill Ware | Buzzards Yacht Club |
| 1987 | Wendy | Rob Hurd | Quissett Yacht Club |
| 1986 | What Time | Daniel M. Schley | Buzzards Yacht Club |
| 1985 | Cutlass | Douglas Cooper | Quissett Yacht Club |
| 1984 | Cutlass | Douglas Cooper | Quissett Yacht Club |
| 1983 | What Time | Daniel M. Schley | Buzzards Yacht Club |
| 1982 | What Time | Daniel M. Schley | Buzzards Yacht Club |
| 1981 | Vireo | Katharyn Saltonstall | Beverly Yacht Club |
| 1980 | Tagalong | C. David Burt | Quissett Yacht Club |
| 1979 | Indefatigable | Richard Von Herzen | Quissett Yacht Club |
| 1978 | Fast Enough | Josephine Hetzeck | Beverly Yacht Club |
| 1977 | Doughdish | William G. Harding | Buzzards Yacht Club |
| 1976 | Privateer | John N. Fisher Jr. | Buzzards Yacht Club |
| 1975 | Lickety Split | Richard Parsons | Beverly Yacht Club |
| 1974 | Aloha II | Michael Vassalotti | Wild Harbor Yacht Club |
| 1973 | Dinghao | Thomas T. Crowley | Beverly Yacht Club |
| 1972 | Peter Knowlton | ||
| 1971 | Pete Foster | ||
| 1970 | Peter Knowlton | ||
| 1969 | Albert R. Pierce, Jr. | ||
| 1968 | William G. Harding | ||
| 1967 | Albert R. Pierce, Jr. | ||
| 1966 | William B. Cudahy | ||
| 1965 | Francis Gardner | ||
| 1964 | Albert R. Pierce, Jr. | ||
| 1963 | No contest | ||
| 1962 | Albert R. Pierce, Jr. | ||
| 1961 | George H. Whitney, Jr. | ||
| 1960 | George H. Whitney, Jr. | ||
| 1959 | George H. Whitney, Jr. | ||
| 1958 | Mrs. Thayer (Anne) Francis, Jr. | ||
| 1957 | E. Leslie Goodwin | ||
| 1956 | Mrs. Samuel (Peggs) Francis | ||
| 1955 | Albert R. Pierce, Jr. | ||
| 1954 | Albert R. Pierce, Jr. | ||
| 1953 | E. Leslie Goodwin | ||
| 1952 | William Taylor | ||
| 1951 | David Mason | ||
| 1950 | Mary Comstock | ||
| 1949 | Elizabeth Hood | ||
| 1948 | C. Thurston Chase, Jr. | ||
| 1947 | C. Thurston Chase, Jr. | ||
| 1946 | Mrs. Charles L. Pierson | ||
| 1941-1945 | No Contests | ||
| 1940 | Rawson R. Cower | ||
| 1939 | Kitty Fiske | ||
| 1938 | William O. Saltonstall | ||
| 1937 | Kitty Fiske | ||
| 1936 | A. H. Fiske, Jr. | ||
| 1935 | Kitty Fiske | ||
| 1934 | Betsy Ayer | ||
| 1933 | Robert E. Cudahy | ||
| 1932 | Edward M. Howland | ||
| 1931 | Mrs. E. I. Cudahy | ||
| 1930 | William Minot, Jr. | ||
| 1929 | James B. Ayer, Jr. | ||
| 1928 | W. O. Comstock, Jr. |
Photo at top by Anne Converse
