| YEAR | LOCATION | YEAR | LOCATION | YEAR | LOCATION | ||
| 1887 | Port to Port: TYC, RoYC, OswYC, KYC, BQYC | 1930 | Royal Hamilton YC | 1970 | Crescent YC | ||
| 1888 | Circuit Regattas: KYC, BQYC, OswYC, RYC, HYC & TYC | 1931 | Henderson Harbor YC | 1971 | Island YC of Toronto | ||
| 1889 | None held | 1932 | Cobourg YC | 1972 | Port Credit YC | ||
| 1890 | None held | 1933 | Fair Haven YC | 1973 | Port to Port: Toronto | ||
| 1891 | Royal Hamilton YC | 1934 | Toronto | 1974 | Crescent YC | ||
| 1892 | Port to Port: Belleville to Toronto | 1935 | Kingston YC | 1975 | National YC | ||
| 1893 | None held | 1936 | Youngstown YC | 1976 | Sodus Bay YC | ||
| 1894 | Sodus Bay YC | 1937 | Rochester YC | 1977 | Rochester YC | ||
| 1895 | None held | 1938 | Toronto | 1978 | Youngstown YC | ||
| 1896 | None held | 1939 | Royal Hamilton YC | 1979 | Kingston YC | ||
| 1897 | Port to Port: KYC, Cobourg, TYC, HYC, Niagara | 1940 | Sodus Bay YC | 1980 | Port Credit YC to RHYC | ||
| 1898 | Kingston YC | 1941 | Youngstown YC | 1981 | Youngstown YC | ||
| 1899 | Toronto | 1942 | None held -WW II | 1982 | Crescent YC | ||
| 1900 | Sodus Bay YC | 1943 | None held -WW II | 1983 | Island YC of Toronto | ||
| 1901 | Buffalo | 1944 | None held -WW II | 1984 | Royal Canadian YC | ||
| 1902 | Port to Port: Toronto, Rochester, Kingston | 1945 | Royal Hamilton YC | 1985 | Rochester YC | ||
| 1903 | Royal Canadian YC | 1946 | Kingston YC | 1986 | Buffalo Canoe Club | ||
| 1904 | Kingston YC | 1947 | Toronto | 1987 | Ashbridges Bay YC | ||
| 1905 | None held | 1948 | Clayton NY | 1988 | Royal Hamilton YC | ||
| 1906 | Port to Port | 1949 | Toronto | 1989 | Rochester YC | ||
| 1907 | None held | 1950 | Crescent YC | 1990 | Port-Port: RYC, KYC, CresYC, OswYC, SBYC | ||
| 1908 | None held | 1951 | Crescent YC | 1991 | Island YC of Toronto | ||
| 1909 | Cobourg YC | 1952 | Toronto | 1992 | Port Credit YC | ||
| 1910 | Kingston YC | 1953 | Rochester YC | 1993 | Sodus Bay YC | ||
| 1911 | Toronto | 1954 | Toronto | 1994 | National YC | ||
| 1912 | Royal Hamilton YC | 1955 | Royal Hamilton YC | 1995 | Rochester YC | ||
| 1913 | Prinyer's Cove | 1956 | Queen City YC | 1996 | Kingston YC | ||
| 1914 | Prinyer's Cove | 1957 | Rochester YC | 1997 | Ashbridges Bay YC | ||
| 1915 | None held -WW I | 1958 | Port Dalhousie YC | 1998 | Niagara-on-the-Lake SC | ||
| 1916 | None held -WW I | 1959 | Sodus Bay YC | 1999 | Port Credit YC | ||
| 1917 | None held -WW I | 1960 | Toronto | 2000 | Sodus Bay YC | ||
| 1918 | None held -WW I | 1961 | Bay of Quinte YC | 2001 | Rochester YC | ||
| 1919 | Port to Port: Hamilton, Toronto, Olcott, Rochester, Cobourg | 1962 | Toronto | 2002 | Royal Canadian YC | ||
| 1920 | Cobourg YC | 1963 | Rochester YC | 2003 | Royal Hamilton YC | ||
| 1921 | Kingston YC | 1964 | Toronto | 2004 | Rochester Yacht Club | ||
| 1922 | Prinyer's Cove | 1965 | Island YC of Toronto | 2005 | Youngstown Yacht Club | ||
| 1923 | Bay of Quinte YC | 1966 | Rochester YC | 2006 | Sodus Bay Yacht Club | ||
| 1924 | Sodus Bay YC | 1967 | Royal Hamilton YC | 2007 | Ashbridges Bay Yacht Club | ||
| 1925 | Bay of Quinte YC | 1968 | Crescent YC | 2008 | |||
| 1926 | Henderson Harbor YC | 1969 | Toronto | 2009 | |||
| 1927 | Kingston YC | ||||||
| 1928 | Oswego YC | ||||||
| 1929 | Toronto |