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Past Winners
| Year | Red Fleet | J/24 Fleet | Blue Fleet | White Fleet |
|---|---|---|---|---|
| 2019 | Mike Duncan, Spirit | ———– | Ben Braden, More Uff Da | Steve Irwin, Emerald |
| 2018 | David Cohen, Eye-Eye | ———– | Brad Hamby, Jester | Brian Tyrrell, And Then |
| 2017 | David Cohen, Eye-Eye | ———– | Jack Howard, Boudicca | Ken Billing, Summer Dance |
| 2016 | David Cohen, Eye-Eye | Jeff Fisher, Maniac | ———– | ———– |
| 2015 | David Cohen, Eye-Eye | Jeff Fisher, Maniac | ———– | Peter Graves, Playtime |
| 2014 | Mike Duncan, Spirit | Jack Howard, Boudicca | ———– | Lajos Kossuth, Noeta |