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The Montserrat national football team is the representative association football team of the small Caribbean island of Montserrat .. Montserrat national football team. Montserrat national football team. association football. association football. Caribbean. Caribbean. Montserrat. Montserrat. Football is the second most popular sport in Montserrat after cricket , and official competitive football on the island is governed by the Montserrat Football Association -LRB- MFA -RRB- .. Montserrat. Montserrat. Montserrat Football Association. Montserrat Football Association. The association is affiliated to the Confederation of North , Central American and Caribbean Association Football -LRB- CONCACAF -RRB- and the team has , as of December 2009 , entered seven Caribbean Cup competitions and three FIFA World Cup qualification campaigns .. Caribbean. Caribbean. Caribbean Cup. Caribbean Cup. FIFA World Cup. FIFA World Cup. Montserrat played their first international fixture in 1991 , which ended in a 0 -- 3 defeat by Saint Lucia .. Montserrat. Montserrat. Saint Lucia. Saint Lucia national football team. In their second match , they secured a 1 -- 1 draw with Anguilla .. draw. Tie ( draw ). Anguilla. Anguilla national football team. Montserrat lost their next seven matches before achieving their first ever victory on 26 March 1995 , when they defeated Anguilla 3 -- 2 at the Blakes Estate Stadium in Plymouth .. Montserrat. Montserrat. Anguilla. Anguilla national football team. Blakes Estate Stadium. Blakes Estate Stadium. Plymouth. Plymouth, Montserrat. Montserrat also went on to win their next match , again defeating Anguilla 1 -- 0 .. Montserrat. Montserrat. Anguilla. Anguilla national football team. In 1995 , football on the island was halted due to the activity of the Soufriere Hills volcano .. Soufriere Hills. Soufriere Hills. The MFA became a full Federation Internationale de Football Association -LRB- FIFA -RRB- member in 1996 , but the team did not play another international match for a further three years after this , when they entered the 1999 Caribbean Nations Cup .. Caribbean. Caribbean. Federation Internationale de Football Association. FIFA. 1999 Caribbean Nations Cup. 1999 Caribbean Nations Cup. They were knocked out in the Preliminary Round of the tournament , losing 1 -- 6 over two legs to the British Virgin Islands .. two legs. two-legged tie. British Virgin Islands. British Virgin Islands national football team. Montserrat entered the FIFA World Cup for the first time in 2002 , but were beaten 1 -- 6 on aggregate by the Dominican Republic in the First Qualifying Round .. Montserrat. Montserrat. FIFA World Cup. FIFA World Cup. 2002 FIFA World Cup. Dominican Republic. Dominican Republic national football team. On 30 June 2002 , the day of the World Cup Final , Montserrat played Bhutan in `` The Other Final '' .. Montserrat. Montserrat. 2002 FIFA World Cup. Bhutan. Bhutan national football team. The Other Final. The Other Final. The friendly match between the two lowest-ranked teams in the world ended with a 4 -- 0 win for Bhutan .. Bhutan. Bhutan national football team. friendly match. exhibition match. Montserrat again entered the World Cup qualifiers for the 2006 competition , but were again defeated in the First Qualifying Round , this time losing 0 -- 20 on aggregate to Bermuda .. Montserrat. Montserrat. 2006 competition. 2006 FIFA World Cup. Bermuda. Bermuda national football team. In the first leg at the Bermuda National Stadium they lost 0 -- 13 , which is their heaviest-ever defeat .. Bermuda. Bermuda national football team. Bermuda National Stadium. Bermuda National Stadium. They competed in the 2005 Caribbean Cup , but once more failed to progress past the Premilinary Round .. Caribbean. Caribbean. Caribbean Cup. Caribbean Cup. 2005 Caribbean Cup. 2005 Caribbean Cup. They were defeated 1 -- 7 by Suriname in the First Qualifying Round of the 2010 World Cup .. Suriname. Suriname national football team. 2010 World Cup. 2010 FIFA World Cup. On 9 September 2012 , Montserrat achieved their first victory in 17 years , beating the British Virgin Islands 7 -- 0 in a qualifying match for the 2012 Caribbean Championship .. Caribbean. Caribbean. Montserrat. Montserrat. British Virgin Islands. British Virgin Islands national football team. 2012 Caribbean Championship. 2012 Caribbean Championship. The win , the team 's first as a FIFA-affiliated country , came after a run of 21 straight defeats .. In total , Montserrat have played 30 international matches .. Montserrat. Montserrat. Of these they have lost 26 , drawn one and won three , two of those victories coming against Anguilla .. Anguilla. Anguilla national football team. The poor results of the team has seen them perennially languishing at the lower end of the FIFA World Rankings .. FIFA World Rankings. FIFA World Rankings. The loss to Bhutan in `` The Other Final '' saw them fall to # 205 in the rankings , becoming the worst-ranked side in the world .. Bhutan. Bhutan national football team. The Other Final. The Other Final. In July 2006 , they achieved a record high rank of # 196 .