| 13 Sep 2003 | NAGICO Leeward Islands One-Day Championship 2003 | Group A | St Maarten v Anguilla |
| 14 Sep 2003 | NAGICO Leeward Islands One-Day Championship 2003 | Group A | St Maarten v Nevis |
| 20 Sep 2003 | NAGICO Leeward Islands One-Day Championship 2003 | Semi-Final | Anguilla v Antigua and Barbuda |
| 19 Sep 2003 | NAGICO Leeward Islands One-Day Championship 2003 | Semi-Final | Nevis v St Kitts |
| 21 Sep 2003 | NAGICO Leeward Islands One-Day Championship 2003 | Final | Antigua and Barbuda v Nevis |
| 25 Sep 2004 | NAGICO Leeward Islands One-Day Championship 2004 | Group B | Antigua and Barbuda v United States Virgin Islands |
| 26 Sep 2004 | NAGICO Leeward Islands One-Day Championship 2004 | Group B | St Maarten v Antigua and Barbuda |
| 01 Oct 2004 | NAGICO Leeward Islands One-Day Championship 2004 | Semi-Final | Antigua and Barbuda v Nevis |
| 02 Oct 2004 | NAGICO Leeward Islands One-Day Championship 2004 | Semi-Final | Anguilla v not known |
| 03 Oct 2004 | NAGICO Leeward Islands One-Day Championship 2004 | Final | Anguilla v Antigua and Barbuda |
| 11 Aug 2005 | Leeward Islands Tournament 2005 | | St Maarten v Anguilla |
| 25 Aug 2005 | Leeward Islands Tournament 2005 | | St Maarten v Combined Virgin Islands |
| 08 Sep 2005 | Leeward Islands Tournament 2005 | | St Maarten v Antigua and Barbuda |
| 14 Aug 2005 | NAGICO Leeward Islands One-Day Championship 2005 | | St Maarten v Anguilla |
| 28 Aug 2005 | NAGICO Leeward Islands One-Day Championship 2005 | | St Maarten v Combined Virgin Islands |
| 11 Sep 2005 | NAGICO Leeward Islands One-Day Championship 2005 | | St Maarten v Antigua and Barbuda |
| 16 Sep 2005 | NAGICO Leeward Islands One-Day Championship 2005 | Semi-Final | Antigua and Barbuda v Combined Virgin Islands |
| 17 Sep 2005 | NAGICO Leeward Islands One-Day Championship 2005 | Semi-Final | St Maarten v St Kitts |
| 18 Sep 2005 | NAGICO Leeward Islands One-Day Championship 2005 | Final | Antigua and Barbuda v St Kitts |
| 02 Nov 2006 | Leeward Islands Tournament 2006/07 | | St Maarten v St Kitts |
| 16 Nov 2006 | Leeward Islands Tournament 2006/07 | | St Maarten v Nevis |
| 30 Nov 2006 | Leeward Islands Tournament 2006/07 | | St Maarten v Montserrat |
| 05 Nov 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | | St Maarten v St Kitts |
| 19 Nov 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | | St Maarten v Nevis |
| 03 Dec 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | | St Maarten v Montserrat |
| 08 Dec 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | Semi-Final | Antigua and Barbuda v Nevis |
| 09 Dec 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | Semi-Final | St Maarten v St Kitts |
| 10 Dec 2006 | NAGICO Leeward Islands One-Day Championship 2006/07 | Final | Antigua and Barbuda v St Kitts |
| 03 Jul 2007 | Leeward Islands Under-19 Championship 2007 | Group 1 | St Kitts Under-19s v United States Virgin Islands Under-19s |
| 04 Jul 2007 | Leeward Islands Under-19 Championship 2007 | Group 1 | St Maarten Under-19s v St Kitts Under-19s |
| 07 Jul 2007 | Leeward Islands Under-19 Championship 2007 | Group 1 | St Maarten Under-19s v United States Virgin Islands Under-19s |
| 23 Aug 2007 | Leeward Islands Tournament 2007/08 | | St Maarten v Anguilla |
| 13 Sep 2007 | Leeward Islands Tournament 2007/08 | | St Maarten v Antigua and Barbuda |
| 20 Sep 2007 | Leeward Islands Tournament 2007/08 | | St Maarten v Combined Virgin Islands |
| 26 Aug 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | | St Maarten v Anguilla |
| 16 Sep 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | | St Maarten v Antigua and Barbuda |
| 23 Sep 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | | St Maarten v Combined Virgin Islands |
| 12 Oct 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | Semi-Final | Nevis v St Kitts |
| 13 Oct 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | Semi-Final | Antigua and Barbuda v Combined Virgin Islands |
| 14 Oct 2007 | NAGICO Leeward Islands One-Day Championship 2007/08 | Final | Antigua and Barbuda v St Kitts |
| 24 Jul 2008 | Leeward Islands Tournament 2008 | | St Maarten v British Virgin Islands |
| 27 Jul 2008 | NAGICO Leeward Islands One-Day Championship 2008 | | St Maarten v British Virgin Islands |
| 06 Sep 2008 | NAGICO Leeward Islands One-Day Championship 2008 | Semi-Final | St Kitts v not known |
| 05 Sep 2008 | NAGICO Leeward Islands One-Day Championship 2008 | Semi-Final | Antigua and Barbuda v Montserrat |
| 07 Sep 2008 | NAGICO Leeward Islands One-Day Championship 2008 | Final | Antigua and Barbuda v St Kitts |
| 12 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Zone B | St Maarten v British Virgin Islands |
| 14 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Zone B | St Maarten v Antigua and Barbuda |
| 13 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Zone B | St Maarten v Anguilla |
| 16 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Semi-Final | St Maarten v St Kitts |
| 17 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Semi-Final | Antigua and Barbuda v Nevis |
| 18 Oct 2009 | NAGICO Leeward Islands One-Day Championship 2009 | Final | St Maarten v Antigua and Barbuda |
| 30 Nov 2008 | Leeward Islands Under-15 Tournament 2008/09 | Final | Nevis Under-15s v St Kitts Under-15s |
| 04 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Zone B | St Maarten v Antigua and Barbuda |
| 05 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Zone B | Antigua and Barbuda v St Kitts |
| 06 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Zone B | St Maarten v St Kitts |
| 10 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Semi-Final | Anguilla v St Kitts |
| 09 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Semi-Final | Antigua and Barbuda v Nevis |
| 11 Nov 2012 | NAGICO Leeward Islands One-Day Championship 2012/13 | Final | Anguilla v Antigua and Barbuda |
| 05 Oct 2012 | Leeward Islands T20 Championship 2012/13 | Elimination Round | St Maarten v Anguilla |
| 06 Oct 2012 | Leeward Islands T20 Championship 2012/13 | Elimination Round | St Maarten v Anguilla |
| 04 Oct 2012 | Leeward Islands T20 Championship 2012/13 | Elimination Round | St Maarten v Anguilla |
| 12 Oct 2012 | Leeward Islands T20 Championship 2012/13 | Semi-Final | St Maarten v Antigua and Barbuda |
| 08 Nov 2012 | Leeward Islands T20 Championship 2012/13 | Final | Antigua and Barbuda v St Kitts |
| 25 Sep 2011 | NAGICO Leeward Islands One-Day Championship 2011/12 | Zone B | St Maarten v Anguilla |
| 25 Sep 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | | St Maarten v Nevis |
| 26 Sep 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | | St Maarten v Montserrat |
| 27 Sep 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | | Montserrat v St Kitts |
| 28 Sep 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | | St Maarten v St Kitts |
| 01 Oct 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | Semi-Final | Antigua and Barbuda v Nevis |
| 02 Oct 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | Semi-Final | St Maarten v Anguilla |
| 03 Oct 2010 | NAGICO Leeward Islands One-Day Championship 2010/11 | Final | Anguilla v Antigua and Barbuda |
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