The Dragons reserve side, managed by Malcolm Price and Nick Allston reached the inaugural Eastern Counties League Reserve Cup Final in 2005-06. They had disposed of Halstead Town (3-0) in the semi-final, having beaten Walsham-le-Willows 4-0 in the previous round. In the initial group stages of the competition they had finished as runners-up to Tiptree United. The Final attracted an attendance of 148, of which the vast majority were Wivenhoe supporters. An entertaining game saw Harwich defeated by 2-1, with goals from Jamie Clarke and a superb half volley from the edge of the penalty box from Jerome Boyce. In a superb all round team performance Wayne Woods was unlucky not to add to his 27 goals that season and Andreas Proske was always a threat down the left wing.
The Wivenhoe squad was :- Darren Moore, Craig Hallas, Martin Reames, Jack Sibbons, Robbie Campbell, Danny Draper, Jon Peat Jerome Boyce, Jamie Clark, Wayne Woods, Andreas Proske, Ian Newman, Johnny Murrells, James Fisher, Josh Dalziel, Danny Allston, Danny Price & Adam Bethell.