A dramatic batting collapse by Barbados handed Leeward Islands first-innings points in Kingston. Chasing Leewards' first-innings total of 236, the Barbados openers put on 103 before a spectacular capitulation to 229 all out. The spin duo of Anthony Martin (3 for 38) and Omari Banks (2 for 41) helped themselves to the spoils, bowling well especially in the afternoon session. Opener Dale Richards and top-order batsman Kirk Edwards both scored 60 but were the only ones to show any real enterprise. Edwards struck seven fours and was instrumental in keeping the Barbados innings together. The match was still going the way of Barbados, who were 146 for 3 at lunch. But with Martin accounting for Kyle Hope and Kevin Stoute off successive deliveries, and Gavin Tonge getting Shamarh Brooks caught behind in the next over for a duck, three wickets tumbled for two runs. There was even lesser joy after tea, barring a valuable 33-run ninth-wicket stand between Edwards and Nekolai Charles, as they succumbed in the 77th over of the day. Leewards then safely navigated 15 overs to take stumps at 20 for no loss.
Career-best figures from Kavesh Kantasingh spun the Combined Campuses & Colleges (CCC) into a formidable position against Trinidad & Tobago in Montego Bay. The 23-year-old left-arm spinner captured 6 for 29, as T&T were dismissed for 105 just over an hour after lunch, replying to CCC's first-innings total of 234. Jason Bennett provided the early breakthrough, when he had Justin Guillen lbw for 10. But just when T&T seemed to be making headway, Kantasingh claimed three scalps in the final half-hour before lunch to leave T&T on 65 for 4. T&T captain Daren Ganga manged the highest score of 44, before the all-spin attack of Kantasingh and Ryan Austin hastened the end. CCC were left wobbling at 97 for 4 in their second essay, but opener Omar Phillips held firm with an unbeaten 51 to carry CCC to 105, before bad light and rain conspired to prompt an early close.
Wavell Hinds and Donovan Pagon put in solid batting performances to hand defending champions Jamaica a healthy first-innings lead against Windward Islands in Spanish Town. Hinds top scored with 95 and Pagon managed 56, as Jamaica were dismissed for 335. The Windwards bowlers were made to toil long and hard and sloppy fielding did not help. Pagon, who began the day on 9, kept the Jamaica innings together, in the early stages. He played the anchor role in partnerships with captain Tamar Lambert and Brendan Nash, hitting eight fours during his 115-ball stay. Jamaica had slipped to 151 for 5, when Pagon was stumped on the second attempt by wicketkeeper Lyndon James off Rawl Lewis, but Hinds and Dave Bernard jnr consolidated with a 78-run partnership for the sixth wicket. Hinds though, missed out on three figures after he was bowled by Keon Peters. Andrew Richardson then strengthened the Jamaica's grip on the match, when he removed Devon Smith for a duck, as Windwards reached 19 for 1 at stumps.