Photo Credit: FRIED ELLIOTT / friedbits.com
| YEAR | BOAT | SKIPPER | CREW | FLEET | ENTRIES | LOCATION | RESULTS |
|---|---|---|---|---|---|---|---|
| 1964 | $4813, Blott VII | Sig Wennerstrom | Bernt Larsson | Vin | 55 | Boston Harbor, MA, USA | Results |
| 1963 | #4738, Siren | Eugene Corley | Edward Schnabel | ChiH | 67 | Lake Michigan, USA | Results |
| 1962 | #3802, Tornado | Timir Pinegin | Feodor Shutkov | Mosc | 73 | Cascais, Portugal | Results |
| 1961 | Not Awarded | ||||||
| 1960 | $4254, Susan II | Dieter Laubmann | Karli Laubmann | Teg | 46 | Rio de Janeiro, Brazil | Results |
| 1959 | Ma' Lindo | Mario Quina | Jose Quina | Lag | 30 | Newport Harbor, CA, USA | Results |
| 1958 | #3938, Good Grief | Tom Blackaller | Al Nelson | Ric | 24 | San Diego Bay, CA, USA | Results |
| 1957 | Not Awarded | ||||||
| 1956 | #3080, Clementine IV | Harry H. Adler | L.C.P. Ramos | Sal | 59 | Naples, Italy | Results |
| 1955 | #3167, Dingo | Ding Schoonmaker | Albert Worthen | FIS | 37 | Havana, Cuba | Results |
| 1954 | Xodo IV | J. Pontual | A. Torres | Gua | 34 | Cascais, Portugal | Results |
| 1953 | Merope | A. Cosentino | N. Stella | FdiI | 40 | Naples, Italy | Results |
| 1952 | Ma Lindo | J. Tito | A. Graca | PS | 29 | Cascais, Portugal | Results |
| 1951 | Wench II | H. Moore | E. Prime | HB | 49 | Chesapeake Bay, USA | Results |
| 1950 | Jet | F. Black | N. Kershaw | MC | 41 | Lake Michigan, USA | Results |
| 1949 | Havoc | H. Stephenson | R. Lorenz | Mil | 40 | Lake Michigan, USA | Results |
| 1948 | Margabell | E. Mendonca | A. Silva | VF | 24 | Cascais, Portugal | Results |
| 1947 | Not Awarded | ||||||
| 1946 | Capucho | J. Capucho | J. Crespo | Cas | 28 | Havana, Cuba | Results |
| 1945 | G. Criminale | A. Smith | MoB | 21 | Central Long Island Sound, USA | Results | |
| 1944 | N. Burrage | R. Patterson | LS | 19 | Lake Michigan, USA | Results | |
| 1943 | H. Brown | L. Nelson | SJ | 19 | Great South Bay, USA | Results | |
| 1942 | R. Lippincott | S. Lippincott | WJ | 16 | Lake Michigan, USA | Results | |
| 1941 | Not Awarded | ||||||
| 1940 | Kuuipo | H. Uhler | R. Pennhallow | W | 18 | San Diego Bay, CA, USA | Results |
| 1939 | Not Awarded | ||||||
| 1938 | Not Awarded | ||||||
| 1937 | Scarab | P. Wood | C. Euler | SJ | 36 | Western Long Island Sound, USA | Results |
| 1936 | Fleet Star | S. Wilson | C. Miller | LG | 35 | Lake Ontario, USA | Results |
| 1935 | Procyon II | J. Kolisch | S. Trumbull | SM | 16 | Newport Harbor, CA, USA | Results |
| 1934 | Memo | G. Dillinham | H. White | W | 15 | San Francisco Bay, CA, USA | Results |
| 1933 | Cene | C. Ross | G. Horder | PS | 16 | Long Beach, CA, USA | Results |
| 1932 | Ripple | P. Raskob | M. Shehan | ES | 28 | Central Long Island Sound, USA | Results |
| 1931 | Virgo | M. Rhys-Price | P. Doyle | LMF | 26 | Western Long Island Sound, USA | Results |
| 1930 | Fawn | C. Stewart | J. Mason | ER | 22 | Chesapeake Bay, USA | Results |
| 1929 | Vixen II | S. Dale | C. Grover | BB | 23 | New Orleans, LA, USA | Results |
| 1928 | Minx | W. Atwater | J. Atwater | GSB | 17 | Newport Harbor, CA, USA | Results |
| 1927 | Dream Star | E. De Moe | H. Elliott | LM | 17 | Narragansett Bay, RI, USA | Results |
| 1926 | Alya | V. Darlison | W. Boice | WLE | 16 | Western Long Island Sound, USA | Results |
| 1925 | Windward | Joe Jessop | J. Sykes | SDB | 15 | Western Long Island Sound, USA | Results |