A century from Andre Fletcher and five-wicket hauls by Shane Shillingford and Alston Bobb set up Windward Islands' crushing win over Jamaica at Arnos Vale. Jamaica chose to bat, but came undone against the left-arm spin of Bobb to be bowled out for 204. Apart from Jermaine Blackwood, who missed a century by four runs, no one made a substantial contribution.

Windwards responded strongly with an opening partnership of 75, then faltered briefly as David Bernard ran through the middle order, but then recovered through Fletcher, who registered his fifth first-class century, and was only dismissed after the lead was 120. The innings close four runs later, but that lead proved to be too much for Jamaica as only three of their batsmen were able to get into double-digit scores. Shillingford picked up 6 for 31, his 28th five-wicket haul.

Ronsford Beaton and Devendra Bishoo played leading roles as Guyana edged aside bottom-placed Leeward Islands within three days in North South, Antigua. While Beaton's 4 for 40 was instrumental in restricting Leewards to 139 on the first day, Bishoo's 6 for 82 ensured the fourth-innings target was limited to 73, which Guyana achieved without much fuss.

Leewards, winless in the competition, had a poor start to the match as they stumbled to 84 for 8 before the last two wickets pushed them past 100. As Guyana came out to bat, Rahkeem Cornwall snaffled seven wickets to register his best first-class figures, but before that, Opener Rajindra Chandrika's 83 had pushed Guyana close to 200 for the loss of three wickets.

The 128-run first-innings deficit proved to be difficult to clear as Leewards collapsed from 104 for 3 to 122 for 8, this time against Bishoo's spin. A 65-run stand for the last wicket gave Leewards just enough time to pick up two wickets in the fourth innings, but couldn't prevent their sixth loss in six matches.

The Barbados bowlers dismissed Trinidad & Tobago cheaply in both innings to secure a 222-run victory at Kensington Oval.

Barbados lost the toss and were 93 for 4 in the first innings before Roston Chase and Shane Dowrich made 85 and 92 to help them to 275 before they were dismissed early on the second day. They lost their last six wickets for 25 runs. Imran Khan took 4 for 65 for T&T, while Shannon Gabriel claimed 3 for 40.

T&T were dismissed for 60 overs in response for 218. Carlos Brathwaite claimed 4 for 50, while Chase backed up his performance with the bat with 3 for 14. Evin Lewis top scored for T&T with 43.

Having secured a lead of 57 in the first innings, Barbados rode on a hundred from Shai Hope to score 278 for 5 before declaring, setting T&T a target of 336. They were dismissed in 50.3 overs in the chase, falling for 113. Tino Best and Brathwaite claimed three wickets apiece to seal Barbados' crushing win.