Labanauskas Cup
In 1998, the I. G. Labanauskas family donated this perpetual trophy to be awarded annually to the winner of the Optimist Geneva Lake Sailing School Invitational Regatta.
- 1998 Andy Labanauskas
- 1999 Andy Labanauskas
- 2000 Jack Murphy
- 2001 William Haeger
- 2002 Nicole Hudson
- 2003 William Haeger
- 2004 Joe Kutschenreuter
- 2005 George Kutschenreuter
- 2006 Connor Trepton
- 2007 Parker Trepton
- 2008 Erika Reineke, Lauderdale YC
- 2009 Augie Dale, Pewaukee
- 2010 Johnny Ferguson, Minnetonka
- 2011 Jack Bitney, Minnetonka
- 2012 Alex Keck, Pewaukee
- 2013 Christian Spencer, Pewaukee
- 2014 Henry Chapman, Nagawicka
- 2015 Chapman Petersen, LGYC
- 2016 Chapman Petersen, LGYC
- 2017 Chapman Petersen, LGYC
- 2018 Charlie Allen, Pewaukee
- 2019 Henry Ackley, Pine
- 2020 Nathan Finkelstein, Chicago YCÂ
- 2021 Sophie Niemann, LGYC
- 2022 Tilly Niemann, LGYC
- 2023 Mason Keane, LBYC