The TT Premier Football League is the Trinidad and Tobago professional league for association football clubs. It is the country's primary football competition and serves as the top division in the Trinidad and Tobago football league system. Contested by ten clubs, the league is one of the world's few football leagues that does not operate on an automatic system of promotion and relegation. Seasons run from September to May, with teams playing 18 games each totaling 90 games in the season. Most games are played in the evenings of Fridays and Saturdays, with a few games played during weekday evenings. Pro League clubs also play in other competitions, such as the FA Trophy, League Cup, TOYOTA Classic, Goal Shield, and Pro Bowl against domestic clubs from other divisions; and against clubs from other countries in the CFU Club Championship, the CONCACAF League and the CONCACAF Champions League.
Athletic Club Port of Spain is a Trinidad and Tobago professional football club, based in Port of Spain, Trinidad, that plays in the TT Pro League. The team plays its home games at Hazel Crawford Stadium.
Defence Force Football Club is a football club based in Chaguaramas, Trinidad and Tobago that currently plays in the country's TT Pro League. The team plays its home games in Hasely Crawford Stadium in Mucurapo, Trinidad.
The Trinidad and Tobago FA Trophy, is the premier knockout tournament for teams in Trinidad and Tobago that is open to all clubs affiliated with the Trinidad and Tobago Football Association. The FA Trophy is the oldest football competition in Trinidad and Tobago, dating back to 1927 when Shamrock claimed the inaugural trophy. Since the competition involves clubs of all standards playing against each other, there is the possibility for 'giant-killers' from the lower divisions of eliminating top clubs from the tournament and even theoretically win the trophy, although lower division teams rarely reach the final.
The Trinidad and Tobago League Cup, or commonly known as the First Citizens Cup for sponsorship reasons, is the League Cup style football competition open for Trinidad and Tobago teams competing in the country's TT Pro League. Similar to the FA Trophy, it is played on a knockout basis in September and October towards the beginning of each Pro League season. Unlike the FA Trophy, where 36 teams enter each season from the top three tiers of the Trinidad and Tobago football league system and the Secondary Schools Football League, only teams from the TT Pro League compete in the league cup. The knockout tournament was inaugurated in 2000 and is currently sponsored by First Citizens Bank. Although the league cup is one of the three major domestic trophies attainable by Trinidad and Tobago league teams, it is perceived as a lower priority than the league championship and the FA Trophy. The current theme is Where Winners Reign, with TT$110,000 to the winner, TT$20,000 to the runners-up, semifinal winners receive TT$7,000, quarterfinal winners receive TT$5,000 and Play-off round winners receive TT$3,000.
The 2009 Trinidad and Tobago FA Trophy was the 80th season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. The tournament took place at the conclusion of the 2009 TT Pro League season. Caledonia AIA entered as the tournament's defending champion. The tournament commenced on 15 November, with 32 teams competing in single elimination matches and concluded on 9 December.
The 2010–11 Trinidad and Tobago FA Trophy was the 81st season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. Joe Public entered as the tournament's defending champion, who defeated W Connection in the 2009 final. The tournament commenced on 17 November 2010, with 32 teams competing in single elimination matches and concluded on 25 January 2011.
The 2008 Trinidad and Tobago FA Trophy was the 79th season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. The tournament took place at the conclusion of the 2008 season. Joe Public entered as the tournament's defending champion. The tournament began on 3 December, with 32 teams competing in single elimination matches.
The 2011–12 TT Pro League season was the thirteenth season of the TT Pro League, the Trinidad and Tobago professional league for association football clubs, since its establishment in 1999. A total of eight teams contested the league, with Defence Force as the defending champions. The season began on 9 September 2011 and ended on 29 March 2012 with the crowning of W Connection as the league champion. Dexter Skeene, Pro League CEO, announced on 11 February 2011 that by aligning its seasons with those of the major leagues in Europe, the Pro League will afford the opportunity to further link culture with sport to harness and develop the talent of people in Trinidad and Tobago.
Devorn Jorsling is a Trinidadian footballer who currently plays for Defence Force.
The 2011–12 Trinidad and Tobago FA Trophy was the 82nd season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. San Juan Jabloteh entered as the tournament's defending champion, who defeated North East Stars 1–0 in the 2010–11 final at Marvin Lee Stadium. The number of entrants in the tournament was expanded by the Trinidad and Tobago Football Association to allow four teams from the Secondary Schools Football League to compete in the competition against semi-professional and professional football clubs. The tournament began on 29 January 2012 with 36 teams competing in single elimination matches and concluded on 25 March 2012.
The 2012–13 Trinidad and Tobago FA Trophy was the 83rd season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. Caledonia AIA entered as the tournament's defending champion, who defeated Defence Force 1–0 in the 2011–12 final at Manny Ramjohn Stadium. The tournament began on 5 December 2012 with 36 teams competing in single elimination matches and concluded on 1 March 2013 with the crowning of the cup winners.
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 history of the TT Pro League has its roots spanning back to the 1970s and 1980s when Trinidad and Tobago experienced an upswing in support for its domestic football. Several of the national team players featured for Defence Force during its dominance of the National League, which included the Teteron Boys becoming the first Trinidadian and only second club from CONCACAF to accomplish the continental treble in 1985. In addition, the national team also rose to prominence in the late 1980s after falling short by one match of qualification for the nation's first FIFA World Cup in 1989. Optimism for the growth and community interest of football in Trinidad and Tobago was at an all-time high. However, the early 1990s would mark a low point in Trinidad and Tobago football. In 1993, after a streak of poor performances, the Soca Warriors gave its worst ever showing in the 1993 Caribbean Cup after finishing a disappointing third, which was preceded by an early exit from its '94 for Sure campaign to qualify for the 1994 FIFA World Cup hosted in the United States.
Neil Tevin Michael Benjamin, Jr. is a Trinidadian professional footballer who plays as a winger for TT Pro League club W Connection.
The 2017 Trinidad and Tobago FA Trophy was the 86th season of the FA Trophy, which is the oldest football competition for teams in Trinidad and Tobago. North East Stars entered as the tournament's defending champion, who defeated W Connection 5-4 on penalties after a 0–0 in the 2014–15 final at Ato Boldon Stadium. The tournament began on 16 September with 64 teams competing in single elimination matches and will conclude with the final on 8 December. W Connection won their 5th FA Trophy after beating Police 3-1 in the final at the Ato Boldon Stadium.
The 2019–20 TT Pro League season is the 21st season of the TT Pro League, the Trinidad and Tobago professional league for association football clubs, since its establishment in 1999. A total of eleven teams are contesting the league, with W Connection the defending champions from the 2018 season.
