The Jamaica national football team, nicknamed the "Reggae Boyz", represents Jamaica in international football. The team's first match was against Haiti in 1925. The squad is under the supervising body of the Jamaica Football Federation (JFF), which is a member of the Caribbean Football Union (CFU), Confederation of North, Central American and Caribbean Association Football (CONCACAF), and the global jurisdiction of FIFA. Jamaica's home matches have been played at Independence Park since its opening in 1962.
The Trinidad and Tobago national football team, nicknamed the "Soca Warriors", represents the twin-island Republic of Trinidad and Tobago in international football. It is controlled by the Trinidad and Tobago Football Association, which is a member of CONCACAF, the Caribbean Football Union (CFU), and the global jurisdiction of FIFA.
The Barbados national football team, nicknamed Bajan Tridents, is the national football team of Barbados, and is controlled by the Barbados Football Association. It has never qualified for a major international tournament. It came close to qualifying for the 2005 CONCACAF Gold Cup as it hosted the Caribbean Cup finals that acted as Gold Cup qualifiers, but finished fourth of the four teams. In 2001, it surprised many by making the semi-final round of the 2002 World Cup Qualifiers. In the first game of this round, they pulled off a shock 2–1 win over Costa Rica, but lost their five remaining games. In 2004, Barbados gained a shock 1–1 draw at home to Northern Ireland.
The Saint Kitts and Nevis national football team is the national team of Saint Kitts and Nevis, and is controlled by the St. Kitts and Nevis Football Association. They are affiliated to the Caribbean Football Union of CONCACAF. The team has never qualified for the FIFA World Cup, however, they did qualify for their first CONCACAF Gold Cup appearance in 2023.
The Martinique national football team represents the French overseas department and region of Martinique in international football. The team is controlled by the Ligue de Football de la Martinique, a local branch of French Football Federation. The association is not a member of the world governing body FIFA. On 7 August 2010, the team adopted the nickname Les Matinino, which pays tribute to the history of the island.
The Caribbean Cup was the championship tournament for national association football teams that are members of the Caribbean Football Union. The first competition, established by Shell and run by former England Cricket fast bowler Fred Rumsey, was contested in 1989 in Barbados. The Caribbean Cup served as a qualification tournament among CFU members for the CONCACAF Gold Cup. The Caribbean Cup replaced the CFU Championship competition which was active between 1978 and 1988.
The Guyana national football team, nicknamed the Golden Jaguars, represents Guyana in international football and is controlled by the Guyana Football Federation. It is one of three South American nations to be a member of the Caribbean Football Union of CONCACAF alongside Suriname and French Guiana. Until the independence of Guyana in 1966, it competed as British Guiana. They qualified for the Caribbean Nations Cup in 1991, coming fourth, and in 2007. Guyana has never qualified for the FIFA World Cup, but on 23 March 2019 they qualified for the first time for the CONCACAF Gold Cup.
The 2005 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifier to the CONCACAF Champions' Cup. The 2005 edition included 13 teams from 10 football associations, contested on a two-legged basis. Trinidad and Tobago champion North East Stars, which was only in its fourth year of existence, was given a bye to the quarterfinals. The club then withdrew before the quarterfinals due to a lack of financing. This allowed Surinamese champion Robinhood to eventually reach the final despite never playing a team from Jamaica or Trinidad and Tobago. After Robinhood stunned Jamaican champion Portmore United with a first-leg victory, Portmore recovered to win the tournament with a decisive 4-0 win in the return leg, thereby advancing to the 2006 CONCACAF Champions' Cup.
The 2005 Caribbean Cup was the thirteenth edition of the Caribbean Cup hosted by Barbados and won by Jamaica. In all, 30 countries were invited, of which, 22 participated and 8 withdrew.
The 2004 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifier to the CONCACAF Champions' Cup. The 2004 edition included eight teams from six football associations, contested on a two-legged basis. Even though two teams from Trinidad and Tobago contested the 2003 final, only one team was entered in the 2004 tournament, as compared to two from Jamaica. The inclusion of teams from Saint Martin and Montserrat and not from other Caribbean countries was never explained.
The 2003 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifier to the CONCACAF Champions' Cup. Seven teams from four football associations played in the 2003 edition, contested on a two-legged basis. A Round of 16 and a preliminary round were scheduled but never played due to 11 teams withdrawing from the competition.
The 1991 Caribbean Cup was the third edition of the Caribbean Cup, the football championship of the Caribbean, one of the CONCACAF zones. The final round of the competition was held from the 24 May to 2 June and saw six teams qualifying through to the final round where they joined defending champions Trinidad and Tobago and hosts Jamaica.
The 2007 CFU Club Championship was the annual international football club competition held in the Caribbean Football Union (CFU) region. Nineteen teams were to compete in the tournament, from November 4 to November 16 in six venues in Trinidad and Tobago. The first round consisted of five groups played in a round-robin format. The first round group winners along with the three best second-place teams advanced to the quarterfinals. The Caribbean Tournament Champion qualified to the 2008 CONCACAF Champions Cup.
The 2001 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifiers to the CONCACAF Champions' Cup. The 2001 edition included group play, because CONCACAF expanded the 2002 Champions' Cup to 16 teams. in that tournament, Jamaica clubs were not invited.
The 1997 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifiers to the CONCACAF Champions' Cup. The winners United Petrotrin advanced to CONCACAF Champions' Cup 1997.
The 2000 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifiers to the CONCACAF Champions' Cup. The winners Joe Public F.C. advanced to CONCACAF Champions' Cup 2000.
The 2010 CFU Club Championship was the 12th edition of the CFU Club Championship, the annual international club football competition in the Caribbean region, held amongst clubs whose football associations are affiliated with the Caribbean Football Union (CFU). The top three teams in the tournament qualified for the 2010–11 CONCACAF Champions League.
The Dominican Republic women's national football team represents the Dominican Republic in international women's football. The team is governed by the Dominican Football Federation and competes in CONCACAF women's competitions.
Trinidad and Tobago football clubs have entered international competitions since 1967, when Regiment of the Port of Spain Football League took part in the 1967 CONCACAF Champions' Cup. Since the nation's first international club competition, several association football clubs from Trinidad and Tobago have entered North America, Central America, and Caribbean competitions.
The 2015 CFU Club Championship was the 17th edition of CFU Club Championship, the annual international club football competition in the Caribbean region, held amongst clubs whose football associations are affiliated with the Caribbean Football Union (CFU). The top three teams in the tournament qualified for the 2015–16 CONCACAF Champions League.
Harbour View 
Saint Joseph
Grenada, who were originally drawn against US Robert 
