Andre Fletcher led an impressive batting performance by Windward Islands that saw them beat Combined Campuses and Colleges by 28 runs at the Sir Vivian Richards Stadium in Antigua. Fletcher scored 88 off 59 balls at the top of the order as Windward amassed 189. Fletcher added 68 runs with his opening partner Johnson Charles and then another 78 with Keddy Lesporis. But it was the last two overs that took Windwards' total from a competitive one to a match-winning one. They were 146 for 2 when Lesporis was out off the last ball of the 18th over. Captain Darren Sammy walked in, faced five balls, hit two of them for boundaries and one for six, and finished with 18 not out. Fletcher was equally aggressive at the other end as Windwards added 43 in the last two overs.

CCC managed to stay abreast with the required run-rate till around the 12th over of their innings. Captain Romel Currency and Miles Bascombe put together 65 for the first wicket and they had moved to 102 for 2 in 11.1 overs. A couple of quick wickets set them back, William Perkins falling to seamer Keon Peters, and Floyd Reifer dismissed by fast bowler Nelon Pascal. The run-rate slowed and wickets fell in a heap at the end as the lower-middle order tried to reach the total. CCC finished at 161 for 8.

Defending champions Guyana sunk to a 50-run loss against Jamaica in the opening game of the Caribbean Twenty20 at the Sir Vivian Richards Stadium in Antigua. In a low-scoring fixture, Marlon Samuels starred with 42, striking four fours, to guide his team to 115 for 7. Offspinner Royston Crandon bagged three wickets to restrict Jamaica to what seemed like a below-par score, but Guyana were abject in their reply. Opener Travis Dowlin was the team's highest scorer with 14, and only two batsmen reached double-figures, as Guyana were shot out for 65. Fast-bowling allrounder Andre Russell picked up three wickets and was supported by Dave Bernard and Krishmar Santioke, who grabbed two each.