This is a relatively new series with the first race being held during 2010.
A series sailing a course outside of the harbour which includes at least one sea fort and the fairway beacon. The start will be in the harbour entrance using the Eastney Cruising Association line.
| Year | Helm | Crew | Boat / Class |
|---|---|---|---|
| 2011 | Mark Wilshaw | Richard Calas | Bagpuss - Westerley Tempest |
| 2012 | Ian Silk | Brian Shipman | Ample - Westerly Warwick |
| 2013 | Keith Prior-Smith | Peter Baldry | Grey Mantle |
| 2014 | Ian Silk | Brian Shipman | Ample - Westerly Warick |
| 2015 | ???? | ||
| 2016 | Richard Calas | - | 2Tone |
| 2017 | R Stewart | R Calas | Two Tone |
| 2018 | K Prior-Smith | P Baldry | Grey Mantle |
| 2023 | Keith Prior-Smith | Pete Baldry | Strider - Limbo 9.9 |