Caribbean Championship 2017, Qualifying tournament, First Round, Group 7 |
 | 26.03.2016 |  | British Virgin Islands | – | Dominica |  | 0:7 (0:4) |
| Road Town |
Caribbean Championship 2017, Qualifying tournament |
| 23.03.2016 |  | Martinique | – | British Virgin Islands | | 3:0 (1:0) |
| Fort-de-France |
Caribbean Championship 2014, Qualifying tournament, Preliminary round, group 2 |
| 03.06.2014 | | British Virgin Islands | – | Turks and Caicos Islands |  | 0:2 (0:1) |
| Oranjestad |
Caribbean Championship 2014, Qualifying tournament, Preliminary round, group 2 |
| 01.06.2014 |  | Aruba | – | British Virgin Islands | | 7:0 (3:0) |
| Oranjestad |
Caribbean Championship 2014, Qualifying tournament, Preliminary round, group 2 |
| 30.05.2014 |  | French Guiana | – | British Virgin Islands | | 6:0 (1:0) |
| Oranjestad |
Caribbean Championship 2012, Qualifying tournament, First Round, Group 3 |
| 09.09.2012 | | British Virgin Islands | – | Montserrat |  | 0:7 (0:3) |
| Fort-de-France |
Caribbean Championship 2012, Qualifying tournament, First Round, Group 3 |
| 07.09.2012 | | British Virgin Islands | – | Suriname |  | 0:4 (0:3) |
| Rivière-Pilote |
Caribbean Championship 2012, Qualifying tournament, First Round, Group 3 |
| 05.09.2012 | | Martinique | – | British Virgin Islands | | 16:0 (5:0) |
| Le Lamentin |
Caribbean Championship 2010, Qualifying tournament, First Round, Group D |
| 15.10.2010 | | British Virgin Islands | – | Dominica | | 0:10 (0:3) |
| San Cristóbal |
Caribbean Championship 2010, Qualifying tournament, First Round, Group D |
| 14.10.2010 |  | Dominican Republic | – | British Virgin Islands | | 17:0 (4:0) |
| San Cristóbal |
Caribbean Championship 2008, Qualifying tournament, First Round, Group D |
| 26.09.2008 | | British Virgin Islands | – | Barbados |  | 1:2 (1:1) |
| Bassterre |
Caribbean Championship 2008, Qualifying tournament, First Round, Group D |
| 24.09.2008 |  | Saint Kitts and Nevis | – | British Virgin Islands | | 4:0 (2:0) |
| Bassterre |
Caribbean Cup 2007, Qualifying tournament, First Round, Group C |
| 01.10.2006 |  | Bermuda | – | British Virgin Islands | | 3:0 |
| Charlotte Amalie |
Caribbean Cup 2007, Qualifying tournament, First Round, Group C |
| 29.09.2006 |  | US Virgin Islands | – | British Virgin Islands | | 3:0 |
| Charlotte Amalie |
Caribbean Cup 2007, Qualifying tournament, First Round, Group C |
| 27.09.2006 | | Dominican Republic | – | British Virgin Islands | | 3:0 |
| Charlotte Amalie |
Caribbean Cup 2005, Qualifying tournament, Second round |
| 19.12.2004 |  | Trinidad and Tobago | – | British Virgin Islands | | 2:0 (1:0) |
| Port of Spain |
Caribbean Cup 2005, Qualifying tournament, Second round |
| 12.12.2004 | | British Virgin Islands | – | Trinidad and Tobago | | 0:4 (0:1) |
| Road Town |
Caribbean Cup 2005, Qualifying tournament, Group E |
| 28.11.2004 | | British Virgin Islands | – | Bermuda | | 2:0 (2:0) |
| Kingstown |
Caribbean Cup 2005, Qualifying tournament, Group E |
| 26.11.2004 |  | Cayman Islands | – | British Virgin Islands | | 1:0 (0:0) |
| Kingstown |
Caribbean Cup 2005, Qualifying tournament, Group E |
| 24.11.2004 |  | Saint Vincent and Grenadines | – | British Virgin Islands | | 1:1 (0:0) |
| Kingstown |
Caribbean Cup 2001, Qualifying tournament, Group 2 |
| 08.04.2001 | | Saint Vincent and Grenadines | – | British Virgin Islands | | 6:0 (1:0) |
| Fort-de-France |
Caribbean Cup 2001, Qualifying tournament, Group 2 |
| 06.04.2001 | | Martinique | – | British Virgin Islands | | 6:0 (1:0) |
| Lamentin |
Caribbean Cup 2001, Qualifying tournament, Group 2 |
| 04.04.2001 | | Cayman Islands | – | British Virgin Islands | | 2:2 (1:1) |
| Fort-de-France |
Caribbean Cup 2001, Qualifying tournament, Preliminary round, group 2 |
| 11.02.2001 | | British Virgin Islands | – | Puerto Rico |  | 0:0 |
| Road Town |
Caribbean Cup 2001, Qualifying tournament, Preliminary round, group 2 |
| 03.02.2001 | | Puerto Rico | – | British Virgin Islands | | 1:2 (0:1) |
| San Juan |
Caribbean Cup 1999, Qualifying tournament, Group 4 |
| 21.03.1999 |  | Haiti | – | British Virgin Islands | | 6:0 |
| Port-au-Prince |
Caribbean Cup 1999, Qualifying tournament, Group 4 |
| 19.03.1999 | | Puerto Rico | – | British Virgin Islands | | 0:5 |
| Port-au-Prince |
Caribbean Cup 1999, Qualifying tournament, Group 4 |
| 17.03.1999 | | Dominican Republic | – | British Virgin Islands | | 0:0 |
| Port-au-Prince |
Caribbean Cup 1999, Qualifying tournament, Preliminary round, group D |
| 07.02.1999 | | British Virgin Islands | – | Montserrat | | 3:0 (2:0) |
| Road Town |
Caribbean Cup 1999, Qualifying tournament, Preliminary round, group D |
| 05.02.1999 | | British Virgin Islands | – | Montserrat | | 3:1 (2:0) |
| Road Town |
Caribbean Cup 1998, Qualifying tournament, Group 3 |
| 05.04.1998 | | Dominica | – | British Virgin Islands | | 4:1 |
| |
Caribbean Cup 1998, Qualifying tournament, Group 3 |
| 03.04.1998 |  | Guadeloupe | – | British Virgin Islands | | 3:0 |
| |
Caribbean Cup 1998, Qualifying tournament, Group 3 |
| 01.04.1998 | | Saint Kitts and Nevis | – | British Virgin Islands | | 4:0 |
| |
Caribbean Cup 1997, Qualifying tournament, Group 4 |
| 06.04.1997 |  | Sint Maarten | – | British Virgin Islands | | 3:2 |
| Roseau |
Caribbean Cup 1997, Qualifying tournament, Group 4 |
| 04.04.1997 | | British Virgin Islands | – | Anguilla |  | 4:1 |
| Roseau |
Caribbean Cup 1997, Qualifying tournament, Group 4 |
| 02.04.1997 | | Dominica | – | British Virgin Islands | | 6:1 |
| Roseau |
Caribbean Cup 1994, Qualifying tournament, Group 5 |
| 06.03.1994 | | Sint Maarten | – | British Virgin Islands | | 3:0 |
| George Town |
Caribbean Cup 1994, Qualifying tournament, Group 5 |
| 04.03.1994 |  | Jamaica | – | British Virgin Islands | | 12:0 |
| George Town |
Caribbean Cup 1994, Qualifying tournament, Group 5 |
| 02.03.1994 | | Cayman Islands | – | British Virgin Islands | | 5:0 |
| George Town |
Caribbean Cup 1993, Qualifying tournament, Group 5 |
| 04.04.1993 | | Dominican Republic | – | British Virgin Islands | | 3:1 |
| Bassterre |
Caribbean Cup 1993, Qualifying tournament, Group 5 |
| 02.04.1993 | | Saint Kitts and Nevis | – | British Virgin Islands | | 5:1 |
| Bassterre |
Caribbean Cup 1992, Qualifying tournament, Group 4 |
| 19.04.1992 | | Montserrat | – | British Virgin Islands | | -:- |
| |
Caribbean Cup 1992, Qualifying tournament, Group 4 |
| 17.04.1992 |  | Antigua and Barbuda | – | British Virgin Islands | | 2:0 |
| |
Caribbean Cup 1992, Qualifying tournament, Group 4 |
| 15.04.1992 | | Saint Kitts and Nevis | – | British Virgin Islands | | 4:0 |
| |
Caribbean Cup 1991, Qualifying tournament, Group 4 |
| 09.03.1991 | | Cayman Islands | – | British Virgin Islands | | 2:1 |
| Bassterre |
Caribbean Cup 1991, Qualifying tournament, Group 4 |
| 07.03.1991 | | Saint Kitts and Nevis | – | British Virgin Islands | | 0:0 |
| Bassterre |
Caribbean Cup 1989, Qualifying tournament, Zone B |
| ??.06.1989 |  | Netherlands Antilles | – | British Virgin Islands | | 5:0 |
| |
Caribbean Cup 1995, Qualifying tournament, Group 5, Round 1 |
| | | Antigua and Barbuda | – | British Virgin Islands | | +:- |
| |
Caribbean Cup 1995, Qualifying tournament, Group 5, Round 1 |
| | | British Virgin Islands | – | Antigua and Barbuda | | -:+ |
| |
