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Nov. 21, 8:00p EDT
Match Day 1: Defending Champions Weymouoth Wales open their 18-2019 against Barbados Soccer Academy.
Dec. 09, 5:00p ET
Match Day 5: Ellerton Football Club v Paradise FC in the Barbados Premier League.
Nov. 25, 7:00p EST
Match Day 4: Brittons Hill United FC v Weymouth Wales FC in the Barbados Premier League.
Nov. 25, 3:00p ET
Match Day 4: U.W.I BlackBirds v Porey Springs Football Club in the Barbados Premier League.