| Alumnus | Class | |
| Steve Benjamin | | 1st Place 1980 505 Worlds |
| Briggs Cunningham | 1931 | Skippered winning boat in 1958 America's Cup |
| Kent Foster | 1971 | 1st Place, Thistle Nationals |
| Stan Honey | | Fastest 24hr Run Monohull, 547 nautical miles |
| | Fastest 24hr run any vessel under sail, 125 foot catamaran, 687 nautical miles |
| | 1st Volvo Ocean Race 2005-2006 |
| Rob Hopkins | | Sailed in four America's Cups |
| Peter Isler | | Two time America's Cup Winner, Stars & Stripes Navigator |
| Isabelle Kinsolving | 2002 | 1st 2004 Womens' 470 Olympic Trials |
| | 1st 2008 Womens' 470 Worlds |
| Dave Penfield | | 1st Place 1979 505 Worlds |
| Steve Taylor | | Two time 505 Worlds Winner |
| | Two time 420 Worlds Winner |
| Wallace "Toby" Tobin | 1959 | Crewed in 1958, 1967, and 1970 America's Cup Defenses |
| Louise Van Voorhis | 1991 | 4th Place, 470 Womens, US Olympic Trials 2000 |
|
| Rolex Yachtswomen & Yachtsmen | Year |
| J.J. Isler | 1986 |
| J.J. Isler | 1991 |
| J.J. Isler | 1997 |
| J.J. Isler | 2001 |
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