Team Titles Runners-up Third place Fourth place
 Trinidad and Tobago 8 (1989, 1992, 1994, 1995, 1996, 1997, 1999, 2001) 4 (1991, 1998, 2007, 2012) 2 (1993, 2005) 0
 Jamaica 5 (1991, 1998, 2005, 2008, 2010) 2 (1992, 1993) 2 (1997, 1999) 0
 Cuba 1 (2012) 3 (1996, 1999, 2005) 3 (1995, 2007, 2010) 3 (1992, 2001, 2008)
 Martinique 1 (1993) 1 (1994) 3 (1992, 1996, 2001) 1 (2012)
 Haiti 1 (2007) 1 (2001) 3 (1998, 1999, 2012) 0
 Grenada 0 2 (1989, 2008) 0 2 (1997, 2010)
 Guadeloupe 0 1 (2010) 3 (1989,[n 1] 1994, 2008) 1 (2007)
 Saint Kitts and Nevis 0 1 (1997) 0 1 (1993)
 Saint Vincent and the Grenadines 0 1 (1995) 0 0
 Saint Lucia 0 0 1 (1991) 0
 Suriname 0 0 0 2 (1994, 1996)
 Netherlands Antilles 0 0 0 1 (1989)
 Guyana 0 0 0 1 (1991)
 Cayman Islands 0 0 0 1 (1995)
 Antigua and Barbuda 0 0 0 1 (1998)
 Barbados 0 0 0 1 (2005)