| 120 (-488 to -523) United States Virgin Islands 0(0) - 2(2) Cayman Islands (-331 to -305) 90: 05SEP2019 |
| 100 (-346 to -331) Cayman Islands 1(0) - 1(1) Cuba (-242 to -249) 50: 31MAY2019 |
| 100 (-424 to -346) Cayman Islands 1(0) - 0(0) Cuba (-203 to -242) 50: 29MAY2019 |
| 100 (-416 to -424) Cayman Islands 1(1) - 3.5(2) Montserrat (18 to 29) 150: 22MAR2019 |
| 90 (-450 to -416) Cayman Islands 0(0) - 0(0) Saint Lucia (-104 to -142) 100: 17NOV2018 |
| 80 (-179 to -164) Dominicana 3(3) - 1(0) Cayman Islands (-433 to -450) 90: 12OCT2018 |
| 75 (-320 to -288) Cuba 5(5) - 1(0) Cayman Islands (-376 to -433) 135: 29SEP2018 |
| 75 (47 to 53) Jamaica 4(4) - 0.5(0) Cayman Islands (-364 to -376) 135: 09SEP2018 |
| 120 (-396 to -364) Cayman Islands 1(1) - 1(1) Belize (-189 to -208) 70: 29MAR2015 |
| 70 (-166 to -189) Belize 0(0) - 0(0) Cayman Islands (-435 to -396) 120: 25MAR2015 |
| 70 (-488 to -435) Cayman Islands 2(1) - 1(1) Dominicana (-293 to -337) 58: 14NOV2011 |
| 87 (-320 to -293) Dominicana 4(4) - 1(0) Cayman Islands (-455 to -488) 105: 11NOV2011 |
| 38 (-20 to -17) Salvador 4(4) - 1(0) Cayman Islands (-447 to -455) 105: 11OCT2011 |
| 70 (-442 to -447) Cayman Islands 0.5(0) - 1(1) Suriname (11 to 16) 70: 07OCT2011 |
| 70 (-436 to -442) Cayman Islands 2(1) - 4(4) Salvador (-25 to -23) 25: 06SEP2011 |
| 70 (-3 to 3) Suriname 1(1) - 0.5(0) Cayman Islands (-430 to -436) 70: 02SEP2011 |
| 70 (-534 to -482) Puerto Rico 2(2) - 1(0) Cayman Islands (-356 to -430) 100: 06OCT2010 |
| 100 (-402 to -356) Cayman Islands 4(4) - 2(1) Anguilla (-433 to -479) 100: 04OCT2010 |
| 100 (-360 to -402) Cayman Islands 1(1) - 1.5(1) French Saint Martin (-305 to -267) 90: 02OCT2010 |
| 25 (-118 to -113) Grenada 4.5(4) - 2(2) Cayman Islands (-348 to -360) 58: 15OCT2008 |
| 58 (-340 to -348) Cayman Islands 0(0) - 1(1) Martinique (-12 to -4) 58: 13OCT2008 |
| 75 (41 to 49) Guadeloupe 'C' 7(7) - 1(1) Cayman Islands (-331 to -340) 87: 11OCT2008 |
| 58 (-344 to -331) Cayman Islands 0(0) - 0(0) Bermuda (-173 to -188) 64: 31AUG2008 |
| 58 (-321 to -344) Cayman Islands 1(1) - 1.5(1) Antigua Barbuda (-249 to -239) 25: 30AUG2008 |
| 58 (-361 to -321) Cayman Islands 3(3) - 0.5(0) French Saint Martin (-226 to -295) 100: 27AUG2008 |
| 58 (-344 to -361) Cayman Islands 1(1) - 3(3) Bermuda (-196 to -177) 64: 30MAR2008 |
| 64 (-181 to -196) Bermuda 1(1) - 1(1) Cayman Islands (-358 to -344) 58: 03FEB2008 |
| 105 (68 to 77) Cuba 7(7) - 1(0) Cayman Islands (-345 to -358) 150: 06SEP2006 |
| 100 (-305 to -345) Cayman Islands 0(0) - 2.5(2) Turks Caicos Islands (-236 to -196) 100: 04SEP2006 |
| 70 (-321 to -278) Bahamas 3(3) - 1.5(1) Cayman Islands (-244 to -305) 100: 02SEP2006 |
| 38 (43 to 50) Saint Vincent Grenadines 4.5(4) - 0(0) Cayman Islands (-223 to -244) 120: 28NOV2004 |
| 64 (-350 to -373) British Virgin Islands 0.5(0) - 1(1) Cayman Islands (-252 to -223) 80: 26NOV2004 |
| 64 (-67 to -49) Bermuda 2(2) - 1(1) Cayman Islands (-229 to -252) 80: 24NOV2004 |
| 70 (19 to 34) Cuba 3(3) - 1(0) Cayman Islands (-212 to -229) 80: 27MAR2004 |
| 80 (-239 to -212) Cayman Islands 2(1) - 2(2) Cuba (42 to 19) 70: 22FEB2004 |
| 150 (-216 to -239) Cayman Islands 0(0) - 3(3) Martinique (83 to 99) 105: 01DEC2002 |
| 80 (-231 to -276) Dominicana 0(0) - 2(1) Cayman Islands (-272 to -216) 100: 29NOV2002 |
| 150 (-236 to -272) Cayman Islands 1(0) - 5(5) Cuba (-38 to -9) 120: 27NOV2002 |
| 58 (94 to 71) Martinique 1(1) - 1(1) Cayman Islands (-275 to -236) 100: 08APR2001 |
| 100 (-60 to -35) Saint Vincent Grenadines 1.5(1) - 1(1) Cayman Islands (-250 to -275) 100: 06APR2001 |
| 100 (-177 to -250) Cayman Islands 2(2) - 2.5(2) British Virgin Islands (-350 to -292) 80: 04APR2001 |
| 120 (-272 to -177) Cayman Islands 1(0) - 0(0) Cuba (-41 to -87) 58: 19MAR2000 |
| 87 (-67 to -41) Cuba 4(4) - 1(0) Cayman Islands (-219 to -272) 180: 05MAR2000 |
| 80 (-258 to -219) Cayman Islands 2(2) - 0(0) Netherlands Antilles (-266 to -300) 70: 26JUL1998 |
| 64 (-9 to 4) Haiti 1(1) - 0.5(0) Cayman Islands (-241 to -258) 80: 24JUL1998 |
| 38 (179 to 182) Jamaica 4(4) - 0.5(0) Cayman Islands (-231 to -241) 120: 22JUL1998 |
| 80 (-287 to -231) Cayman Islands 2(2) - 0(0) Bermuda (-138 to -222) 120: 10MAY1998 |
| 80 (-355 to -287) Cayman Islands 3(2) - 2(2) Cuba (-57 to -133) 90: 06MAY1998 |
| 38 (-68 to -61) Cuba 5(5) - 1(0) Cayman Islands (-327 to -355) 150: 13MAY1996 |
| 100 (-362 to -327) Cayman Islands 1(0) - 1(1) Cuba (-59 to -68) 25: 11MAY1996 |
| 150 (-336 to -362) Cayman Islands 1(0) - 4(4) Cuba (-66 to -59) 38: 26APR1996 |
| 90 (-318 to -336) Cayman Islands 1(0) - 3(3) Cuba (-78 to -66) 58: 30JUL1995 |
| 135 (-301 to -318) Cayman Islands 2.5(2) - 9(9) Trinidad Tobago (34 to 45) 87: 28JUL1995 |
| 90 (-296 to -301) Cayman Islands 2(2) - 2.5(2) Saint Vincent Grenadines (181 to 184) 58: 25JUL1995 |
| 90 (-374 to -296) Cayman Islands 2(2) - 0.5(0) Antigua Barbuda (-55 to -124) 80: 21JUL1995 |
| 105 (-484 to -401) Puerto Rico 4(4) - 1(0) Cayman Islands (-256 to -374) 150: 14MAR1993 |
| 150 (-150 to -83) Barbados 6(6) - 1.5(1) Cayman Islands (-189 to -256) 150: 12MAR1993 |
| 100 (-98 to -55) Guyana 3.5(3) - 2(2) Cayman Islands (-146 to -189) 100: 11MAR1993 |