Masport Cup Winners
1925 Fleetwing Junior – C. Collings, Auckland
1926 Miss Virginia – A. Hatrick , Wanganui
1927 J and J – Jack and Jim Alderton, Wanganui
1928 J and J – Jack and Jim Alderton, Wanganui
1929 J and J – Jack and Jim Alderton, Wanganui
1930 J and J – Jack and Jim Alderton, Wanganui
1931 J and J – Jack and Jim Alderton , Wanganui
1932 Spot – Alf Williams, Auckland
1933 Jelo – E.R. Lane, Picton
1934 Tory Chick – G. T. Perando, Picton
1935 Pelorus Jack Senior I – Stuart Buckman, Picton
1936 Pelorus Jack Senior II – Stuart Buckman, Picton
1937 Pelorus Jack Senior II – Stuart Buckman, Picton
1938 Pelorus Jack Senior II – Stuart Buckman , Picton
1939 No Challenge
1940 Pelorus Jack Senior II – Stuart Buckman, Picton
1941 No Contest
1942 No Contest
1943 No Contest
1944 No Contest
1945 No Contest
1946 No Contest
1947 Pelorus Jack Senior II – Stuart Buckman, Picton
1948 Redhead – Len Southward , Wellington
1949 No Challenge
1950 Redhead – Len Southward, Wellington
1951 Redhead – Len Southward, Wellington
1952 Redhead – Len Southward, Wellington
1953 Redhead – Len Southward, Wellington
1954 Clipper, Murray Williams, Palmerston North
1955 Redhead – Len Southward , Wellington
1956 Redhead – Len Southward, Wellington
1957 Redhead – Len Southward, Wellington
1958 Redhead – Len Southward, Wellington
1959 Mystic Miss – Frank Gatland , Manukau
1960 Manta – Jock Appleton, Rotorua
1961 Mystic Miss – Bill Stevenson jr, Manukau
1962 Mystic Miss – Bill Stevenson jr, Manukau
1963 Wasp Too – Ernie Nunn , Australia
1964 Miss Horotui – George Sullivan, Waikato
1965 Elray II – Jock Appleton , Rotorua
1966 Miss Horotui – George Sullivan, Waikato
1967 Gold Mist – Kevin Lamb, Auckland
1968 Tru-Jen – Harry Rutledge, Marlbourgh
1969 Tru-Jen – Harry Rutledge, Marlbourgh
1970 Aquanaut – Bill Paterson, Otago
1971 Voodoo IV – Bill Stokes, New Brighton
1972 Air New Zealand – Keith McGregor, Auckland
1973 Road Runner – Peter (P.R.) Knight, New Brightion
1974 Road Runner – Peter (P.R.) Knight, New Brighton
1975 Air New Zealand – Keith McGregor, Auckland
1976 Air New Zealand – Keith McGregor, Auckland
1977 The Godfather – Peter (P.R.) Knight, New Brighton
1978 Gone Heavy – Peter (P.R.) Knight, New Brighton
1979 Miss Print 6 – Doug Cameron, Rotoiti
1980 Gone Heavy – Peter (P.R.) Knight, New Brighton
1981 Gone Heavy – Peter (P.R.) Knight, New Brighton
1982 Gone Heavy – Peter (P.R.) Knight, New Brighton
1983 The Boss – Peter (P.R.) Knight, New Brighton
1984 The Boss – Peter (P.R.) Knight, New Brighton
1985 The Godfather – Peter (P.G.) Knight, New Brighton
1986 The Boss – Peter (P.R.) Knight, New Brighton
1987 CRC Latimer Lodge – Peter (P.G.) Knight, New Brighton
1988 CRC Latimer Lodge – Peter (P.G.) Knight, New Brighton
1989 CRC Latimer Lodge – Peter (P.G.) Knight, New Brighton
1990 The Boss – Peter (P.R.) Knight, New Brighton
1991 Boss Mobil 1 – Peter (P.R.) Knight, New Brighton
1992 Shell True Blue Ladybug – Michael Southward, Wellington
1993 Radical Rat – Warwick Jones, Maunukau - Auckland
1994 Radical Rat – Warwick Jones, Maunukau - Auckland
1995 Annihilator – Warwick Lupton, Wanganui
1996 Annihilator – Warwick Lupton, Wanganui
1997 Radical Rat – Warwick Jones, Maunukau - Auckland
1998 Boss Mobil 1 – Peter (P.R.) Knight, New Brighton
1999 GIB – Greg Orange, New Brighton
2000 Az Yu Do – M Jamieson, Rotoiti
2001 Rat Attack – Graeme Weller, Maunukau - Auckland
2002 Boss Mobil 1 – Selwyn Coker, Lakeland
2003 Warlord – Graeme Weller, Maunukau - Auckland
2004 Warlord – Graeme Weller, Maunukau - Auckland
2005 Annihilator – Warwick Lupton, Wanganui
2006 Annihilator – Warwick Lupton, Wanganui,
2007 Annihilator 2 – David Alexander, Wanganui
2008 Annihilator 2 – David Alexander, Wanganui
2009 Annihilator 2 – David Alexander, Wanganui
2010 Annihilator 3 – Ken Lupton, Wanganui
2011 G-Force – Graeme Weller, Maunukau - Auckland
2012 Annihilator 3 – Ken Lupton, Wanganui
2013 Boss – Raymond Hart, New Brighton
2014 GP57 – Jack Lupton, Wanganui
2015 Annihilator Race Boats – Warwick Lupton, Wanganui
2016 GP57 – Jack Lupton, Wanganui
2017 GP57 – Jack Lupton, Wanganui
2018 Steeler GP777 – David Alexander, Wanganui