Year-by-year
| Season | League Season | FA Trophy | First Citizens Cup |
Digicel Pro Bowl |
TOYOTA Classic |
Lucozade Sport Goal Shield |
CFU Club Championship |
CONCACAF Champions League |
|
|---|---|---|---|---|---|---|---|---|---|
| League Result | Big Six | ||||||||
| 1999 | 3rd | Started in 2004 | Champions | Started in 2000 | Started in 2001 | Started in 2005 | Started in 2009 | Not Held | Did not qualify |
| 2000 | Champions | Champions | Semi-Finals | Final†| Did not qualify | ||||
| 2001 | Champions | Round of 32 | Champions | Champions | Final‡ | Not Held | |||
| 2002 | 2nd | Champions | Final | Champions | Champions* | First Round | |||
| 2003 | 2nd | Final | Final | Unknown | Final | First Round | |||
| 2004 | 2nd | 2nd | Abandoned | Champions | Champions | Did not qualify | |||
| 2005 | Champions | 3rd | Quarter-Finals | Champions | Final | Champions | Did not qualify | ||
| 2006 | 2nd | 2nd | Quarter-Finals | Champions | Final | Quarter-Finals | Champions | Did not qualify | |
| 2007 | 4th | Winners | Quarter-Finals | Champions | Champions | Quarter-Finals | Did not qualify | Quarter-Finals | |
| 2008 | 2nd | 2nd | Final | Champions | Semi-Finals | Quarter-Finals | Not Held | Did not qualify | |
| 2009 | 4th | 3rd | Final | Quarter-Finals | Quarter-Finals | Quarter-Finals | Champions | Champions | Did not qualify |
| 2010 | In progress | Ended in 2009 | Did not qualify | Group Stage | |||||
| 2011 | Did not qualify | ||||||||
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