Trophies
Created and originally offered by King Kalakaua in 1886 to promote a sailing race from the mainland to Honolulu. First presented in the 1923 Honolulu Race to Eugene Overton's yacht "Spindrift". Deeded to Transpacific Yacht Club by him in 1955 as First Overall Perpetual Trophy. On permanent display in the Bishop Museum, Honolulu.
* = Record Holder
| YEAR | BOAT | OWNER/SKIPPER | BOAT TYPE | Corrected Time |
|---|---|---|---|---|
| 2025 | Restless | Alli Bell | Cal 40 | 8 days 12:05:49 |
| 2023 | Westerly | David Moore | Santa Cruz 52 | 8 days 19:15:42 |
| 2021 | Warrior Won | Chris Sheehan | Pac 52 | 7 days 17:19:38 |
| 2019 | Hamachi | Shawn Dougherty / Jason Andrews | J/125 | 8 days 00:52:37 |
| 2017 | Invisible Hand | Frank Slootman | Pac 52 | 8 days 03:01:28 |
| 2015 | Grand Illusion | James McDowell | Santa Cruz 70 | 5 days 15:47:00 |
| 2013 | Dorade | Matt Brooks | S&S 52 | 5 days 12:20:55 |
| 2011 | Grand Illusion | James McDowell | Santa Cruz 70 | 6 days 05:00:55 |
| 2009* | Samba Pa Ti | John Kilroy Jr. | 5 days 07:52:20* | |
| 2007 | Reinrag2 | Tom Garnier | 6 days 14:39:33 | |
| 2005 | Rosebud | Roger Sturgeon | 6 days 08:45:05 | |
| 2003 | Alta Vita | Bill Turpin | 7 days 12:20:29 | |
| 2001 | Bull | Seth Radow | 8 days 01:01:08 | |
| 1999 | Grand Illusion | James McDowell | Santa Cruz 70 | 7 days 08:40:10 |
| 1997 | Ralphie | Jerry Montgomery | 7 days 00:15:51 | |
| 1995 | Merlin | Dan Sinclair | 8 days 22:41:48 | |
| 1993 | Silver Bullet | John DeLaura | 8 days 23:09:06 | |
| 1991 | Chance | Robert McNulty | 9 days 22:59:35 | |
| 1989 | Notorious | Pine/Shaw | 8 days 02:54:08 | |
| 1987 | Drumbeat | Don Ayres | 8 days 00:56:41 | |
| 1985 | Montgomery St. | James Denning | Cal 40 | 9 days 14:00:40 |
| 1983 | Bravura | Irving Loube | 7 days 22:55:15 | |
| 1981 | Sweet Okole | Dean Treadway | 7 days 21:44:48 | |
| 1979 | Arriba | Dennis Choate | 11 days 14:42:51 | |
| 1977 | Kialoa | Jim Kilroy | 8 days 11:29:24 | |
| 1975 | Chutzpah | Stuart Cowan | 7 days 22:29:05 | |
| 1973 | Chutzpah | Stuart Cowan | 8 days 21:21:50 | |
| 1971 | Windward Passage | Robert Johnson | 9 days 05:34:22 | |
| 1969 | Argonaut | Mortimer Andron | Cal 40 | 6 days 20:44:07* |
| 1967 | Holiday Too | Skip Allan | Cal 40 | 8 days 19:46:46 |
| 1965 | Psyche | Don Salisbury | Cal 40 | 8 days 22:44:30 |
| 1963 | Islander | Earl Corkett | 10 days 05:57:47 | |
| 1961 | Nam Sang | A.B. Robbs Jr. | 9 days 15:23:01 | |
| 1959 | Nalu II | Peter Grant | 9 days 05:50:27 | |
| 1957 | Legend | Charles Ullman | 11 days 00:41:46 | |
| 1955 | Staghound | Ira P. Fulmor | 8 days 21:07:05 | |
| 1953 | Staghound | Ira P. Fulmor | 10 days 23:42:49 | |
| 1951 | Sea Witch | A.L. McCormick | 8 days 12:00:01 | |
| 1949 | Kitten | Fred W. Lyon | 9 days 10:24:49.5 | |
| 1947 | Dolphin II | Frank Morgan | 11 days 01:04:40 | |
| 1941 | Escapade | D.W. Elliott | 12 days 21:45:32 | |
| 1939 | Blitzen | R.J. Reynolds | 11 days 09:58:41 | |
| 1936 | Dorade | James Flood | 11 days 03:29:44 | |
| 1934 | Manuiwa | Harold Dillingham | 12 days 09:29:56 | |
| 1932 | Fayth | William McNutt | 12 days 07:31:27 | |
| 1930 | Enchantress | Morgan Adams | 12 days 13:22:52 | |
| 1928 | Teva | C.W. Stose | 12 days 07:13:38 | |
| 1926 | Invader | Don Lee | 12 days 02:48:03 | |
| 1923 | Diablo | A.R. Pedder | 11 days 10:26:57 | |
| 1912 | Lurline | A.E. Davis | 13 days 23:49:11 | |
| 1910 | Hawaii | Syndicate | 14 days 03:23:00 | |
| 1908 | Lurline | H.H. Sinclair | 13 days 21:31:00 | |
| 1906 | Lurline | H.H. Sinclair | 11 days 21:59:00 |