The FA Cup was presented by the (English) Football Association in 1906 and used for various competitions until a regular FA Cup Trophy tournament was started in 1927.
1927 Shamrock 4-2 Leaseholds
1928 Southern Casuals
1929 Everton abd Maple Club [Maple walked off at 3-2 to Everton]
1930 Everton
1931 Everton
1932 Everton
1933 not contested
1934 Casuals
1935 Sporting Club
1936 Shamrock 3-2 UBOT
1937 UBOT 3-2 Shamrock
1938 West Ham 2-0 San Fernando
1939 Casuals
1940 Maple Club
1941 UBOT
1942 Spitfire 1-1 3-2 Colts
1943 UBOT 1-1 3-1 Sporting Club
1944 Colts 1-0 Sheffield
1945 Colts 5-0 Forest Reserve
1946 Maple Club
1947 Notre Dame 2-1 UBOT
1948 Colts
1949 Maple Club and Carlton (shared)
1950 UBOT 3-1 Hurricanes
1951 UBOT and Providence (shared after 1-1 draw)
1952 Malvern 2-1 UBOT
1953 Maple Club 1-0 Juniors
1954 UBOT 4-0 Providence
1955 Malvern 1-0 UBOT (aka UBAA)
1956 TPD 2-0 Notre Dame
1957 Shell and Shamrock (shared after 2-2 draw after extra time)
1958 Casuals 1-0 Trinidad Petroleum Development
1959 Shamrock 1-0 Apex
1960 Malvern 2-0 Trinidad Petroleum Development
1961 Malvern and Apex (aka BP Fyzabad) (shared after 1-1 draw)
1962 Dynamos 1-0 Apex
1963 Maple Club 3-0 Malvern
1964 Paragon 1-0 BP Palo Seco
1965 Malvern and BP Palo Seco (shared)
1966 Regiment and Juniors (shared)
1967 Regiment 4-3 Juniors
1968 Malvern
1969 Point Fortin 4-2 Harvard
1970 Maple Club 3-0 Texaco
1971 not held
1972 Maple Club 3-0 Forest Reserve
1973 not held
1974 Defence Force
1975 Police FC
1976 Falcons
1977 Malvern 2-1 Caroni
1978 Falcons
1979/80 not held
1981 Defence Force 5-0 Memphis
1982 ASL Sports Club
1983 ASL Sports Club
1984 Motown United
1985 Defence Force 1-1 Trintoc [Defence Force on pen]
1986 Trintoc
1987 La Brea Angels
1988 Trintoc
1989 Defence Force
1990 Police FC drw Superstar Rangers [Police on pen]
1991 Defence Force
1992 Motown
1993 Trintoc
1994 Police FC 0-0 1-1 Superstar Rangers [3-0 pen]
1995 United Petrotrin bt Defence Force
1996 Defence Force bt Police FC
1997 United Petrotrin 3-1 Superstar Rangers
1998 CLF San Juan Jabloteh 3-2 Defence Force
1999 Williams Connection 2-1 Joe Public
2000 Williams Connection 1-1 Joe Public [5-4 pen]
2001 Joe Public 1-0 Carib FC
2002 Williams Connection 5-1 Arima Fire
2003 North East Stars 2-2 Williams Connection [aet, 4-1 pen]
2004 not finished
2005 San Juan Jabloteh 2-1 Defence Force
2006 WASA 2-2 North East Stars [aet, 4-2 pen]
2007 Joe Public 1-0 Caledonia AIA
2008 Caledonia AIA 3-2 Williams Connection
2009 Joe Public 3-2 Williams Connection [aet]
2010/11 San Juan Jabloteh 1-0 North East Stars
2011/12 Caledonia AIA 1-0 Defence Force
2012/13 Caledonia AIA 2-0 Central FC
2013/14 Williams Connection 2-2 Central FC [aet, 6-5 pen]
2014/15 North East Stars 0-0 Williams Connection [aet, 5-4 pen]
2015/16 not played
2017 Williams Connection 3-1 Police FC
NB: from 1927 to 1937 Leaseholds played and lost 5 finals (2 each against
Everton and Sporting Club)
The 2000 edition reportedly was the 72nd (69th according to winners list above)
Number of Titles (89; 6 cups were shared)
7 Maple (1 shared)
Malvern (2 shared)
6 Defence Force
UBOT (1 shared) [United British Oilfields Trinidad]
5 Williams Connection
4 Everton
Shamrock (1 shared)
3 Caledonia AIA
Casuals
Colts
Joe Public
Police
San Juan Jabloteh
Trintoc
2 ASL Sports Club [Aviation Services Limited]
Falcons
Motown United
North East Stars
United Petrotrin
Regiment (1 shared)
1 Dynamos
La Brea Angels
Notre Dame
Paragon
Point Fortin
Southern Casuals
Spitfire
Sporting Club
TPD [Trinidad Petroleum Development]
WASA
West Ham
Apex (shared) [also known as BP Fyzabad]
BP Palo Seco (shared)
Carlton (shared)
Juniors (shared)
Providence (shared)
Shell (shared)
Number of League-and-Cup Doubles (23)
5 Defence Force [1974, 1981, 1985, 1989, 1996]
3 Everton [1930, 1931, 1932]
2 ASL Sports Club [1982, 1983]
2 Maple [1953, 1963]
2 Trintoc [1986, 1988]
2 Williams Connection [2000, 2014]
1 Casuals [1934]
1 Colts [1945]
1 Joe Public [2009]
1 Paragon [1964]
1 Police [1994]
1 Regiment [1966] [cup shared]
1 Shamrock [1959]
NB: BDV = Best Dark Virginia; apparently a type of league cup restricted
to first division clubs, though Malvern won it in 1946 while at the
second division (from which they promoted that year);
called SBDV Cup between 1933 and 1942;
the 1910 edition was the first, the 1974 edition was the last
1910 Casuals
1911 Casuals 3-2 Shamrock
1912 Southern 3-0 Casuals
1913 Southern 2-1 Casuals
1914 Southern bt Shamrock
1915 Southern 1-0 Clydesdale
1916 not held
1917 Queen's Park CC
1918 Queen's Park CC
1919 Queen's Park CC
1920 Casuals 2-1 Shamrock
1921 Maple bt Shannon
1922 St. Mary's 2-0 Casuals
1923 St. Mary's
1924 Casuals
1925 Sporting Club
1926 Casuals
1927 not held
1928 Everton 3-1 Maple
1929 Casuals
1930 not held
1931 not held
1932 not held
1933 Shamrock
1934 Casuals
1935 Constabulary
1936 Shamrock
1937 Shamrock
1938 Shamrock 3-1 Colts
1939 Shamrock
1940 Colts 3-0 Police
1941 Notre Dame
1942 Colts
1943 First Batallion 3-0 Colts
1944 Bradford
1945 Shamrock
1946 Malvern 6-2 Sporting Club
1947 Malvern
1948 Shamrock
1949 Malvern 3-1 Colts
1950 not held
1951 Colts
1952 Maple
1953 Maple
1954 Colts 1-0 Malvern
1955 Colts 2-0 Juniors
1956 Maple 1-0 Shamrock
1957 Maple 2-1 Malvern
1958 Providence
1959 Shamrock 2-1 Malvern
1960 Malvern 2-0 Sporting Club
1961 Dynamos SC
1962 Malvern 1-0 Maple
1963 Colts
1964 Maple bt Colts
1965 Maple 4-1 Paragon
1966 not held
1967 Regiment
1968 Paragon 2-1 Malvern
1969 Malvern
1970 Regiment
1971 not held
1972 Colts 1-0 Malvern
1973 Malvern 1-0 Essex
1974 Boissierre Youth
Number of Wins (57)
8 Shamrock
7 Casuals
Colts
Malvern
Maple
4 Southern
3 Queen's Park CC
2 Regiment
St. Mary's
1 Boissierre Youth
Bradford
Constabulary
Dynamos SC
Everton
First Batallion
Notre Dame
Paragon
Providence
Sporting Club
NB: the 1909 edition was the first, the 1928 edition was the last
1909 Casuals
1910 Clydesdale
1911 Casuals 3-0 Local Forces
1912 Southern 2-0 Local Forces
1913 Southern 2-1 Casuals
1914 Casuals abd 2-1 Shamrock [aet] [*]
1915 Casuals 3-1 Shamrock
1916 not held
1917 Queen's Park CC
1918 Queen's Park CC
1919 not held
1920 Maple
1921 Southern 5-2 Shamrock
1922 St. Mary's bt Queen's Park CC
1923 Sporting Club 4-3 STM
1924 Casuals 1-0 Sporting Club
1925 Casuals
1926 Casuals
1927 Sporting Club 4-1 Casuals
1928 Maple 2-0 Casuals
[*] first match abandoned at 1-1 during extra time due to fading light
Number of Wins (18)
7 Casuals
3 Southern
2 Maple
Queen's Park CC
Sporting Club
1 Clydesdale
St. Mary's
1916 Queen's Park CC NB: 5 participants; Queen's Park CC won the competition unbeaten
NB: the 1919 edition was the first, the 1939 edition was the last Hugh McClelland Cup 1919 North 1920 North 1921 North 1922 North 1923 North 1924 North 1925 North 1926 North Gilbert Skinner Cup 1927 North 1928 North 4-1 South 1929 South 1930 North 1931 North 1932 North 1933 North 1934 South 1-0 North 1935 South 1936 North 1937 SAFL (Southern Amateur Football League) 1938 SAFL 2-2 North 1939 North
NB: the 1911 edition was the first, the 1915 edition was the last;
a cup with the same name was contested again in 1946
1911 Casuals 3-0 Shamrock
1912 St Mary's
1913-14 not known
1915 Queen's Royal College 4-0 Shamrock
1946 Malvern
NB: between the champions of the Trinidad Amateur Football Association (TAFA) and
those of the Southern Amateur Football Association (SAFA);
the 1924 edition was the first, the 1932 edition was the last
1924 Shamrock 1-0 Tricentrol
1925 Shamrock bt Trinidad Central Oilfields (TCO)
1926 Brighton 2-1 Sporting Club
1927 Brighton 1-0 Maple
1928 Maple 2-0 Brighton
1929 Casuals 3-0 Brighton
1930 Everton 3-0 Casuals
1931 Everton
1932 Everton
NB: the 1931 edition was the first, the 1932 edition was the last 1931 Everton 2-1 The Rest 1932 Everton 3-1 The Rest
NB: the 1933 edition was the first, the 1975 edition was the last
1933 Queen's Royal College
1934 Casuals
1935 Casuals
1936 Sporting Club
1937 Leaseholds Club
1938 Apex
1939 Notre Dame 1-0 UBOT (United British Oilfields of Trinidad)
1940 Casuals 5-1 UBOT
1941 UBOT 1-0 Casuals
1942 Colts
1943 UBOT 5-0 Fleet Air Arm
1944 Shamrock
1945 UBOT
1946 Notre Dame
1947 Colts
1948 Malvern 3-0 UBOT
1949 UBOT
1950 Maple
1951 Maple
1952 Maple
1953 United British Athletic Association
1954 UBOT bt Sporting Club
1955 Sporting Club
1956 Notre Dame 1-0 Forest Reserve
1957 Colts 1-0 Shell
1958 Shell
1959 Shamrock 0-0 TPD [trophy shared]
1960 Maple 1-0 BP Palo Secco
1961 Maple drw Shell [trophy shared]
1962 Maple
1963 Maple
1964 Paragon
1965 Regiment 3-0 Shell
1966 Regiment
1967 Shell 1-1 Maple [trophy shared]
1968 Caroni 1-0 Malvern
1969 Point Fortin CC 4-0 Malvern
1970 Regiment 2-1 Maple
1971 not held
1972 Point Fortin CC 1-1 Defence Force [trophy shared]
1973 not held
1974 Malvern drw Point Fortin CC [trophy shared]
1975 Malvern
NB: Shell were renamed Point Fortin CC in 1968;
in 1934 Casuals won all available trophies, a performance emulated by Shamrock in 1959.
NB: the 1930 edition was the first, the 1932 edition was the last 1930 Everton 1931 Everton 1932 Everton
NB: the 1938 edition was the first 1938 TAFA 1939 not held 1940 TAFA 1941 TAFA 1942 TAFA 1943 TAFA 1944 SAFL 1945 TAFA 1946 TAFA 1947 TAFA 1948 TAFA 1949 TAFA 1950 TAFA 1951 TAFA 1952 TAFA 1953 SAFL
1934-55 not known 1956 South 2-0 North 1957 North 3-2 South 1958 North 1959 North East 1960 North 1961 North East 1962 North 3-1 South 1963 North East 1964 [joint winners] 1965 not held 1966 South
1956 South 3-0 North 1957 South 1958 South 1959 North East 1960 South 1961 South and North East [joint winners] 1962 South 1-0 North 1963 [joint winners] 1964 South 1965 South 1966 North
NB: season opener 1956 South 1-1 North 1957 North 1958 North 1959 North East 1960 North 1961 North East 1962 North East 2-2 South 1963 North East 1964 North
1965 Regiment 2-0 Police 1966 Regiment 1967 Juniors 3-1 Maple 1968-69 not held 1970 Regiment 3-0 Maple 1971 not held 1972 Defence Force 4-0 [?]
1965 Regiment and Malvern [joint winners] 1966 Maple 1967 Maple 1968 Paragon 1969 Malvern 1970 Regiment 1971 Paragon drw Regiment [trophy shared] 1972 Paragon
1974 Malvern 1975 Malvern 1976 not known 1977 Malvern
1985 Defence Force 1986-90 not held 1991 Trintoc 1992 Trintopec
NB: league cup style competition sponsored by First Citizens Bank; format later
changed to straight knock-out
1999 San Juan Jabloteh bt Williams Connection
2000 San Juan Jabloteh 1-0 Defence Force
2001 Williams Connection 1-0 Caledonia AIA
2002 Defence Force 2-0 Williams Connection
2003 San Juan Jabloteh 2-1 Williams Connection [asdet]
2004 Williams Connection 2-2 Defence Force [3-2 pen]
2005 Williams Connection 3-1 San Juan Jabloteh
2006 Williams Connection 3-1 North East Stars
2007 Williams Connection 2-0 Caledonia AIA
2008 Williams Connection 2-2 Joe Public [6-5 pen]
2009 Defence Force 1-0 Joe Public
2010 Joe Public 1-1 Defence Force [3-0 pen]
2011 Caledonia AIA 2-1 TTEC
2012 Caledonia AIA 2-1 Defence Force
2013 Central 2-1 Defence Force
2014 Central 1-0 North East Stars
2015 Williams Connection 2-1 Central
2016 Defence Force 1-0 Ma Pau Stars
2017 Williams Connection 3-1 Defence Force
2018 Central 2-2 Defence Force [4-2 pen]
2019 Police 4-1 La Horquetta Rangers
2020-23 not played
2024 Defence Force 3-1 AC Port of Spain
Number of Wins (22; lost finals between square brackets)
8 [ 3] Williams Connection
4 [ 7] Defence Force
3 [ 1] Central
3 [ 1] San Juan Jabloteh
2 [ 2] Caledonia AIA
1 [ 2] Joe Public
1 Police
[ 3] North East Stars [includes Ma Pau Stars]
[ 1] AC Port of Spain
[ 1] La Horquetta Rangers
[ 1] TTEC
NB: another league cup style competition inaugurated in 2005 2005 San Juan Jabloteh 1-0 Williams Connection 2006 San Juan Jabloteh 0-0 Williams Connection [3-2 pen] 2007 Williams Connection 2-2 Superstar Rangers [4-3 pen] 2008 Caledonia AIA 2-0 Defence Force 2009 Joe Public 1-1 Caledonia AIA [5-3 pen] 2011 Joe Public 1-0 Williams Connection 2012 Defence Force 5-2 Caledonia AIA 2013 Williams Connection 0-0 North East Stars [4-3 pen] 2014 Williams Connection 3-0 Police 2015 Central 4-1 Caledonia AIA 2016 Defence Force 2-1 Williams Connection 2017 Defence Force 2-2 Central FC [5-3 pen] Number of Wins (12; lost finals between square brackets) 3 [ 4] Williams Connection 3 [ 1] Defence Force 2 Joe Public 2 San Juan Jabloteh 1 [ 3] Caledonia AIA 1 [ 1] Central [ 1] North East Stars [ 1] Police [ 1] Superstar Rangers Number of League-Cup-and-Bowl Trebles (2) 1 Joe Public [2009] 1 Williams Connection [2014]
2009 W Connection 3-0 Defence Force 2010 North East Stars 1-0 San Juan Jabloteh 2011 not played 2012 Caledonia AIA 3-1 Defence Force 2013 W Connection 0-0 North East Stars [4-3 pen] 2014 Central FC 2-1 W Connection 2015 not played 2016 Morvant Caledonia Utd. 2-2 W Connection [4-1 pen] NB: the 2009 edition was the first
NB: between winners Digicel Pro League and Digicel Pro Bowl; in 2014 W Connection won both,
Central entered as league runners-up
2012 W Connection 2-0 Defence Force
2013 W Connection 4-2 Defence Force
2014 W Connection 1-0 Central FC
2015 Central FC 1-0 W Connection
2016 Defence Force 3-1 Central FC
2017 not played
2018 W Connection 7-1 North East Stars
2000 Grafton Stokely Vale 2-1 King David Enterprise Goal City 2001 Charlotteville Unifiers 2002 FC Phoenix 1-1 St. Clair's C.S. [5-4 pen] 2003 Stokely Vale 2-1 Georgia [asdet] 2004 St. Clair's C.S. 2-0 Sidey's FC 2005 Roxborough Lakers 3-2 Pepsi Hills United 2006 St. Clair's C.S. 4-1 Charlotteville Unifiers 2007 Roxborough Lakers 2008 Roxborough Lakers 4-1 Charlotteville Unifiers 2009 Stokely Vale 2-0 1976 FC Phoenix 2010 St. Clair's C.S. 3-0 Mason Hill USSS 2011 St. Clair's C.S. 9-0 Charlotteville Unifiers 2012 Roxborough Lakers 9-0 Hills United 2013 Bethel United 2-0 Lambeau 2014 Youth Stars United 2-0 Black Rock 2015 Sidey's FC 1-0 Goal City 2016 Signal Hill United 5-1 Golden Lane 2017 Black Rock United 2018 Signal Hill United 2019 Stokely Vale 4-2 FC Goodwood 2020-21 presumably not held 2022 Black Rock United 2023 Stokely Vale 3-3 Sidey's FC [5-4 pen] 2024 Leeds United 2-2 Roxborough Lakers [3-2 pen]
Main sources: The Story of Football in Trinidad and Tobago 1893-2000, http://www.geocities.com/ronemrit/soccer.html
Prepared and maintained by Radek Jelínek and Hans Schöggl for the Rec.Sport.Soccer Statistics Foundation
Authors: Radek Jelínek and Hans Schöggl
Last updated: 4 Dec 2024
(C) Copyright Radek Jelínek, Hans Schöggl
and RSSSF 2000/24
You are free to copy this document in whole or part provided that proper
acknowledgement is given to the authors. All rights reserved.