| Tournament | Opening | Closing | Winner | Second | Third | Fourth |
|---|
| 1989 | July 2nd, 1989 | July 9th, 1989 | Trinidad and Tobago Elo: 1528 - 64th Elo: 1517 - 65th | Grenada Elo: 1321 - 107th Elo: 1347 - 104th | Guadeloupe Elo: 1422 - 89th Elo: 1439 - 83rd | Netherlands Antilles Elo: 1353 - 103rd Elo: 1354 - 103rd |
| 1990 | July 22nd, 1990 | July 27th, 1990 | | | | |
| 1991 | May 23rd, 1991 | June 2nd, 1991 | Jamaica Elo: 1318 - 111th Elo: 1396 - 92nd | Trinidad and Tobago Elo: 1516 - 64th Elo: 1479 - 72nd | Saint Lucia Elo: 1244 - 129th Elo: 1292 - 118th | Guyana Elo: 1248 - 128th Elo: 1194 - 138th |
| 1992 | June 17th, 1992 | June 26th, 1992 | Trinidad and Tobago Elo: 1507 - 71st Elo: 1564 - 61st | Jamaica Elo: 1358 - 109th Elo: 1423 - 94th | Martinique Elo: 1415 - 93rd Elo: 1438 - 88th | Cuba Elo: 1494 - 73rd Elo: 1501 - 73rd |
| 1993 | May 21st, 1993 | May 30th, 1993 | Martinique Elo: 1462 - 89th Elo: 1506 - 78th | Jamaica Elo: 1404 - 100th Elo: 1449 - 93rd | Trinidad and Tobago Elo: 1533 - 67th Elo: 1484 - 84th | Saint Kitts and Nevis Elo: 1160 - 160th Elo: 1166 - 159th |
| 1994 | April 7th, 1994 | April 17th, 1994 | Trinidad and Tobago Elo: 1487 - 85th Elo: 1530 - 72nd | Martinique Elo: 1477 - 89th Elo: 1485 - 85th | Guadeloupe Elo: 1317 - 124th Elo: 1364 - 115th | Suriname Elo: 1356 - 115th Elo: 1305 - 127th |
| 1995 | July 19th, 1995 | July 30th, 1995 | Trinidad and Tobago Elo: 1539 - 70th Elo: 1587 - 58th | St Vincent & Grenadines Elo: 1265 - 138th Elo: 1326 - 121st | Cuba Elo: 1535 - 72nd Elo: 1518 - 74th | Cayman Islands Elo: 1044 - 181st Elo: 1088 - 175th |
| 1996 | May 24th, 1996 | June 7th, 1996 | Trinidad and Tobago Elo: 1513 - 75th Elo: 1577 - 59th | Cuba Elo: 1542 - 70th Elo: 1551 - 69th | Martinique Elo: 1489 - 83rd Elo: 1481 - 83rd | Suriname Elo: 1265 - 137th Elo: 1297 - 130th |
| 1997 | July 4th, 1997 | July 13th, 1997 | Trinidad and Tobago Elo: 1454 - 88th Elo: 1487 - 79th | Saint Kitts and Nevis Elo: 1212 - 152nd Elo: 1235 - 143rd | Jamaica Elo: 1573 - 62nd Elo: 1575 - 63rd | Grenada Elo: 1300 - 132nd Elo: 1302 - 131st |
| 1998 | July 22nd, 1998 | July 31st, 1998 | Jamaica Elo: 1647 - 49th Elo: 1675 - 42nd | Trinidad and Tobago Elo: 1440 - 93rd Elo: 1474 - 86th | Haiti Elo: 1384 - 108th Elo: 1400 - 105th | Antigua and Barbuda Elo: 1136 - 165th Elo: 1206 - 151st |
| 1999 | June 3rd, 1999 | June 13th, 1999 | Trinidad and Tobago Elo: 1510 - 76th Elo: 1580 - 60th | Cuba Elo: 1465 - 83rd Elo: 1533 - 74th | Haiti Elo: 1404 - 105th Elo: 1387 - 107th Jamaica Elo: 1652 - 51st Elo: 1606 - 54th | |
| 2001 | May 15th, 2001 | May 25th, 2001 | Trinidad and Tobago Elo: 1635 - 54th Elo: 1645 - 52nd | Haiti Elo: 1413 - 101st Elo: 1460 - 85th | Martinique Elo: 1375 - 115th Elo: 1416 - 101st | Cuba Elo: 1494 - 78th Elo: 1450 - 90th |
| 2005 | February 20th, 2005 | February 24th, 2005 | Jamaica Elo: 1615 - 58th Elo: 1656 - 48th | Cuba Elo: 1596 - 63rd Elo: 1609 - 60th | Trinidad and Tobago Elo: 1482 - 88th Elo: 1474 - 90th | Barbados Elo: 1334 - 125th Elo: 1288 - 135th |
| 2007 | January 12th, 2007 | January 23rd, 2007 | Haiti Elo: 1468 - 93rd Elo: 1537 - 75th | Trinidad and Tobago Elo: 1552 - 72nd Elo: 1559 - 69th | Cuba Elo: 1579 - 62nd Elo: 1548 - 72nd | Guadeloupe Elo: 1379 - 106th Elo: 1367 - 111th |
| 2008 | December 3rd, 2008 | December 14th, 2008 | Jamaica Elo: 1621 - 55th Elo: 1637 - 51st | Grenada Elo: 1236 - 149th Elo: 1304 - 129th | Guadeloupe Elo: 1485 - 92nd Elo: 1456 - 92nd | Cuba Elo: 1442 - 96th Elo: 1447 - 95th |
| 2010 | November 26th, 2010 | December 5th, 2010 | Jamaica Elo: 1627 - 53rd Elo: 1656 - 49th | Guadeloupe Elo: 1493 - 92nd Elo: 1507 - 85th | Cuba Elo: 1463 - 96th Elo: 1497 - 90th | Grenada Elo: 1261 - 141st Elo: 1299 - 132nd |
| 2012 | December 7th, 2012 | December 16th, 2012 | Cuba Elo: 1355 - 122nd Elo: 1433 - 102nd | Trinidad and Tobago Elo: 1498 - 87th Elo: 1436 - 101st | Haiti Elo: 1437 - 101st Elo: 1461 - 95th | Martinique Elo: 1365 - 119th Elo: 1398 - 111th |
| 2014 | November 11th, 2014 | November 18th, 2014 | Jamaica Elo: 1509 - 85th Elo: 1521 - 81st | Trinidad and Tobago Elo: 1510 - 84th Elo: 1525 - 78th | Haiti Elo: 1409 - 109th Elo: 1445 - 100th | Cuba Elo: 1411 - 109th Elo: 1396 - 111th |
| 2017 | June 22nd, 2017 | June 25th, 2017 | Curaçao Elo: 1224 - 154th Elo: 1292 - 136th | Jamaica Elo: 1523 - 79th Elo: 1482 - 85th | French Guiana Elo: 1357 - 119th Elo: 1396 - 108th | Martinique Elo: 1485 - 86th Elo: 1419 - 102nd |
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