| Season | Helm | Crew | Boat | Venue |
|---|---|---|---|---|
| 2026 | Nicholas Clemence | V-62 | ||
| 2025 | Finn Rowe | I-59 | ||
| 2024 | Vincent Porter | I-2 | ||
| 2023 | Tom Burton | M-9 | ||
| 2022 | Rob Terry | CR-66 | ||
| 2021 | Eddie Cox | I-66 | ||
| 2020 | Harry Melges IV | I-1 | ||
| 2019 | Kyle Rogachenko | T-76 | ||
| 2018 | Harry Melges IV | I-1 | ||
| 2017 | Brett Hatton | SL-4 | ||
| 2016 | Jeff Bonanni | T-73 | ||
| 2015 | Jeff Bonanni | T-73 | ||
| 2014 | Chris Jewett | M-3 | ||
| 2013 | Rob Terry | CR-66 | ||
| 2012 | Brian Porter | I-49 | ||
| 2011 | Tom Monroe | WH-77 | ||
| 2010 | Chad Hillyer | T-17 | ||
| 2009 | Rob Terry | CR-66 | ||
| 2008 | Brian Porter | I-0 | ||
| 2007 | Dave Magno | LE-99 | ||
| 2006 | Sam Rogers | M-42 | ||
| 2005 | Russ Lucas | BH-8 | ||
| 2004 | Brian McMurray | |||
| 2003 | Brian Porter | I-49 | ||
| 2002 | Frank Davenport | I-333 | ||
| 2001 | Bill Allen | M-4 | ||
| 2000 | Mike Darrow | |||
| 1999 | Rob Evans | M-1 | ||
| 1998 | Harry Melges | I-1 | ||
| 1997 | Brian Porter | I-49 | ||
| 1996 | Andy Burdick | I-45 | ||
| 1995 | Had Brick | IH-27 | ||
| 1994 | Dave Ferguson | M- | ||
| 1993 | Had Brick | IH-27 |
Source: e-scow.org. A * marks a note (hover): a correction to the published roll, or where a title came from.
Honour rolls list titles, not results, so they do not feed the ratings. A name links to a sailor profile only where the match is clear.