"Role of Honour" for the 1998 /1999 season
| Under 8 | Under 9 | Under 10 | Under 11 | Under 12 |
| Under 13 | Under 14 | Under 15 | Under 16 | Under 18 |
| League Cup Winners: | Cliffe Woods Colts |
| League Cup Runner Up: | Ditton Minors |
| John Leeds Memorial Trophy Winners: | Deanview 95 |
| John Leeds Memorial Trophy Runner Up: | Chatham Colts |
| Under 8 East Division Champions: | Fulston Zebras |
| Under 8 East Division Runners Up: | Sheerness East Youth |
| Under 8 West Division Champions: | Cliffe Woods Colts |
| Under 8 West Division Runners Up: | Ditton Minors |
| League Cup Winners: | Cliffe Woods Colts |
| League Cup Runner Up: | Bredhurst Juniors |
| John Leeds Memorial Trophy Winners: | Real 60 |
| John Leeds Memorial Trophy Runner Up: | Rainham Kenilworth |
| Under 9 East Division Champions: | Rainham 84 |
| Under 9 East Division Runners Up: | Deanview 95 |
| Under 9 West Division Champions: | Cliffe Woods Colts |
| Under 9 West Division Runners Up: | Horsted |
| League Cup Winners: | Horsted |
| League Cup Runner Up: | Bredhurst Juniors |
| John Leeds Memorial Trophy Winners: | Fulston Zebras |
| John Leeds Memorial Trophy Runner Up: | Omega 92 |
| Under 10 Division 1 Champions: | Horsted |
| Under 10 Division 1 Runners Up: | Thamesview Youth |
| Under 10 Division 2 Champions: | Pegasus 81 |
| Under 10 Division 2 Runners Up: | Rainham Kenilworth |
| Under 10 Division 3 Champions: | Sheerness East Youth |
| Under 10 Division 3 Runners Up: | Woodcoombe Youth |
| League Cup Winners: | Cliffe Woods Angels |
| League Cup Runner Up: | Bredhurst Juniors |
| John Leeds Memorial Trophy Winners: | Real 60 |
| John Leeds Memorial Trophy Runner Up: | Horsted Sharks |
| Under 11 Division 1 Champions: | Cliffe Woods Angels |
| Under 11 Division 1 Runners Up: | Thamesview Youth |
| Under 11 Division 2 Champions: | Cliffe Woods Colts |
| Under 11 Division 2 Runners Up: | Chatham Colts |
| Under 11 Division 3 Champions: | Sheppey Utd |
| Under 11 Division 3 Runners Up: | Woodcoombe Youth |
| League Cup Winners: | Real 60 |
| League Cup Runner Up: | Euroflo |
| John Leeds Memorial Trophy Winners: | Thamesview Youth |
| John Leeds Memorial Trophy Runner Up: | Riverview Utd |
| Under 12 Division 1 Champions: | Rainham Kenilworth |
| Under 12 Division 1 Runners Up: | Thamesview Youth |
| Under 12 Division 2 Champions: | Riverview Utd |
| Under 12 Division 2 Runners Up: | Euroflo |
| Under 12 Division 3 Champions: | Swallows |
| Under 12 Division 3 Runners Up: | Snodland Nomads |
| League Cup Winners: | Real 60 |
| League Cup Runner Up: | Thamesview Youth |
| John Leeds Memorial Trophy Winners: | Scorpions |
| John Leeds Memorial Trophy Runner Up: | Sheerness East Youth |
| Under 13 Division 1 Champions: | Thamesview Youth |
| Under 13 Division 1 Runners Up: | Real 60 |
| Under 13 Division 2 Champions: | Snodland Nomads |
| Under 13 Division 2 Runners Up: | New Road |
| Under 13 Division 3 Champions: | Chatham Colts |
| Under 13 Division 3 Runners Up: | Borstal 88 Aardwolves |
| League Cup Winners: | Black Lion |
| League Cup Runner Up: | Spartac |
| John Leeds Memorial Trophy Winners: | Lordswood |
| John Leeds Memorial Trophy Runner Up: | Valley Colts Tigers |
| Under 14 Division 1 Champions: | Real 60 |
| Under 14 Division 1 Runners Up: | Thamesview Youth |
| Under 14 Division 2 Champions: | Sheppey Utd |
| Under 14 Division 2 Runners Up: | Scorpions |
| League Cup Winners: | Rainham Kenilworth Rovers |
| League Cup Runner Up: | Snodland Nomads |
| John Leeds Memorial Trophy Winners: | Sheerness East Youth |
| John Leeds Memorial Trophy Runner Up: | Rainham Kenilworth Raiders |
| Under 15 Division 1 Champions: | Rainham Kenilworth Rovers |
| Under 15 Division 1 Runners Up: | Thamesview Youth |
| Under 15 Division 2 Champions: | Earl Juniors |
| Under 15 Division 2 Runners Up: | Rainham Kenilworth Raiders |
| League Cup Winners: | Rainham 84 |
| League Cup Runner Up: | Fulston Zebras |
| John Leeds Memorial Trophy Winners: | Cobham Colts |
| John Leeds Memorial Trophy Runner Up: | Walderslade |
| Under 16 Division 1 Champions: | Rainham 84 |
| Under 16 Division 1 Runners Up: | |
| Under 16 Division 2 Champions: | Rainham 84 Rangers |
| Under 16 Division 2 Runners Up: | Twydall Hawks |
| League Cup Winners: | Spartac |
| League Cup Runner Up: | Real 60 |
| John Leeds Memorial Trophy Winners: | Twydall |
| John Leeds Memorial Trophy Runner Up: | Medway Royals |
| Under 18 Division 1 Champions: | Black Lion |
| Under 18 Division 1 Runners Up: | Frindsbury 94 |
| Under 18 Division 2 Champions: | Spartac |
| Under 18 Division 2 Runners Up: | Viewpoint Vipers |