Kavesh Kantasingh and Ryan Austin wrested the advantage away from the Windward Islands by cutting a swathe through their top order, before Kantasingh and Carlos Brathwaite completed the job to knock Windward over for 173, and hand Combined Colleges & Campuses an unlikely 83-run first-innings lead at the Three Ws Oval in Bridgetown. CCC extended that lead to 168 for the loss of three wickets, with Romel Currency once again at the forefront with an unbeaten 32 following his 95 in the first innings.

The left-arm spin of Kantasingh and the offspin of Austin were introduced early on a pitch that had rewarded the Windward spinners when they bowled, and the move paid off immediately with Kantasingh trapping West Indies opener Devon Smith plumb in front for 6. Austin got into the act shortly after, picking up two quick wickets, and when Kantasingh added two more, Windward were tottering at 54 for 5. Kantasingh's third wicket was his 100th in first-class cricket, and came when he had Andre Fletcher (31) snapped up at silly point by Shacoya Thomas. A 68-run partnership between the two James, Kevin and Lyndon, added some respectability to the innings, but Brathwaite bowled both men, and Kantasingh snapped up the last two wickets to finish with 5 for 38. Austin picked up 2 for 53, while Brathwaite had figures of 3 for 24.

Brendan Nash powered to his maiden first-class double century and Wavell Hinds added an unbeaten hundred of his own as Jamaica amassed 574 for 7 against Trinidad & Tobago at Sir Frank Worrell Memorial Ground in St. Augustine. Nash had already been involved in two century stands when Hinds joined him after Tamar Lambert fell for 41, and the pair made sure there was no respite for the T&T bowlers, adding a further 166 for the fifth wicket. Nash was eventually dismissed by West Indies allrounder Kieron Pollard, who had him caught behind for a career best 207 from 349 balls, an innings that included 20 fours and two sixes.

Hinds continued the momentum after Nash's dismissal, getting to his second hundred of the season and ensuring that Jamaica are in pole position to reach the final. Nash and Hinds are now the second and third-highest run scorers in the tournament, with team-mate Marlon Samuels leading the way.