The Novice Trophy is awarded annually to the highest finishing National Regatta competitor who has never competed in the event previously and has also not been awarded either the Jensen, Travel or Don Quixote award at the current regatta.
| Year | Winner |
|---|---|
| 2022 | Rich and Rosy Denton |
| 2021 | Dailey, Tom and Will |
| 2020 | Not Held / COVID |
| 2019 | Joe Berkeley |
| 2018 | Robert Adams |
| 2017 | Larry Ehrhardt |
| 2016 | Gretchen Hartke |
| 2015 | Matt Hooks |
| 2014 | Dave Nelson |
| 2013 | Dwight LeBlanc |
| 2012 | Frank McNamara |
| 2011 | Vince Camarda |
| 2010 | Ben Richardson |
| 2009 | Andrew Camarda |
| 2008 | Jim Raisides/Charlie Pendleton |
| 2007 | Michael Parapetti |
| 2006 | Gretchen Curtis |
| 2005 | Event not held (Hurricane Katrina) |
| 2004 | Zane Yoder |
| 2003 | Ken Cormier |
| 2002 | Guy Williams |
| 2001 | Ellen Dresser |
| 2000 | Jeremy and Katie Bloxham |
| 1999 | Bob Schimek |
| 1998 | Peter Costa |
| 1997 | Defina and Batavia |
| 1996 | Knittle and Agresti |
| 1995 | Jerry Blouin |
| 1994 | Bryan Peugh |
| 1993 | Dan Wasmer |
| 1992 | Luke Brown and Randy Richmond |
| 1991 | Kevin Kearney |
| 1986 | Bill Adams |
| 1985 | Frank Hart |
| 1984 | Erik Schmitz |
| 1983 | Eric Cressy |
| 1982 | Arne Jorgensen |
| 1981 | Cynthia Donahue |
| 1980 | Keith Andrews |
| 1979 | Chris Perkins |
| 1978 | Al Leblanc |