Bermuda, fresh off a home win versus Trinidad and Tobago and a home draw against Guyana, welcomed Barbados to the fortress at Hamilton. It was Barbados, however, who snatched a surprise early lead after just seven minutes of play. This marked Barbados' first goal of qualifying. However, in the 25th minute, Barbados goalkeeper Jason Boxhill was sent off for a red card, leaving his side down to ten men, and after a converted penalty kick, tied on the scoreboard with the hosts. The game was 1-1 at the half.Bermuda continued to push for a winner in the second half with their man advantage, though they made an unorthodox goalkeeper substitution which allowed 16-year-old Dale Eve to make his debut. The breakthrough goal for Bermuda came within five minutes of the restart. After having secured the 2-1, Bermuda saw the game out by the final scoreline for their fifth, sixth, and seventh points from their three home matches in the tournament.
The Golden Jaguars of Guyana welcomed Trinidad and Tobago to Georgetown needing a win to eliminate the Soca Warriors and advance into the next phase of qualifying. Ricky Shakes, scorer of the first goal for Guyana, made one appearance for the Trinidad national team in 2006 before switching allegiance to Guyana in 2010. Shakes took a corner kick and smashed it home of a volley ten minutes into the match. Guyana came closer to adding a second before the break than Trinidad did to equalizing, but the halftime scoreboard read 1-0 Jaguars.
With under ten minutes to go in the match, Leon Cort latched onto a long pass, shook off the Trinidad goal, and slotted home into an open net for a 2-0 advantage and a spot in the next phase for Guyana. A stoppage time goal scored by Trinidad did not dampen the celebration, and the 2-1 victory is the most important in the history of Guyanese football. Guyana advance to CONCACAF Third Round Group Two alongside El Salvador, where they will face Mexico and Costa Rica.
Guyana 13 pts - IN
Trinidad OUT
Trinidad OUT
Bermuda OUT
Barbados OUT
Barbados OUT
Goals
Bermuda
Khano Smith 27 PK
Kwame Steede 49
Barbados
Diquan Adamson 7
Guyana
Ricky Shakes 10
Leon Cort 81
Trinidad and Tobago
Kenwyne Jones 90+2
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