Legspinners Yannic Cariah and Imran Khan propelled Trinidad & Tobago to a comprehensive innings victory over Guyana at Providence Stadium in Guyana. Guyana were bowled out for 216 in their first innings, in response to Trinidad's 434, the inning's main contributors being opener Rajindra Chandrika with 90 and Derwin Christian with 51. Imran and offspinner Amit Jaggernauth claimed nine first-innings wickets between them, skittling Guyana for 216. After Daren Ganga enforced the follow-on, the spinners had the hosts in a tangle once again. Cariah, Khan and Jaggernauth accounted for all 10 wickets, as Guyana were dismissed 45 runs shy of Trinidad's first-innings total.
Combined Campuses and Colleges sailed to a five-wicket win against Barbados at the Three Ws Oval in Bridgetown, Barbados. Resuming at 36 for 1, in pursuit of 173 for victory in a match that was wicket-heavy early on, CCC got home relatively comfortably, steered by a steady, unbeaten 78 from captain and opener Omar Phillips. CCC had a scare when Barbados' Kevin Stoute and Jason Holder picked up three quick wickets, reducing them to 84 for 4, but a 66-run stand between Phillips and Nkruma Bonner calmed the nerves and set up the win.
Jamaica barely held on for a draw against England Lions at Sabina Park in Kingston, Jamaica, finishing at 184 for 9 in pursuit of 274. England Lions, driven by an unbeaten 77 from captain James Hildreth, declared their second innings at 292 for 4, leaving the hosts 274 to get in about two sessions. Going for a win, Jamaica's top three went for their shots, but couldn't push on after a flurry of early boundaries, leaving their team precariously placed at 47 for 3 in 8.4 overs. A dogged 99-run stand between Brendan Nash and Chadwick Walton got Jamaica to relative safety, before a mini-collapse of 4 for 9 set up a dramatic end to the match. The last pair played out seven tense deliveries, with No. 10 Jason Dawes lasting 44 minutes and facing 31 balls for a single run. Opening bowler James Harris and left-arm spinner Danny Briggs - who took his match total to nine wickets - picked up four wickets apiece, but the Lions could not get the final wicket.
Building up a 246-run first-innings lead and restricting Leeward Islands to 284 for 7, Windward Islands took control of their match at Beausejour Stadium in Gros Islet, St Lucia. Windward pushed their total to 318 for 9 declared on day three, before their opening bowlers, Nelon Pascal and Keon Peters reduced Leewards to 15 for 3. With a repeat of the first innings' implosion on the cards, Gavin Williams fought back with a century, before tail-enders Jacques Taylor and Gavin Tonge added 61 crucial runs to ensure that the match went into the final day. But with Leewards leading by just 38 runs, with three wickets in hand, Windwards should close out the match without much difficulty.
Despite finishing third in the league table, England Lions return home since the knockout stage is reserved for Caribbean sides. CCC, T&T, Jamaica and Windward Islands are the four teams that will contest the semi-finals.