Guyana shrugged off their off-field problems to beat Leeward Islands by five wickets in Antigua on the opening day of the Caribbean T20. Guyana's bowlers, after being asked to field, bowled economically, restricting Leewards for 134 for 6. Steven Jacobs picked up 2 for 18 in four overs. Several of Leewards' batsmen got starts but didn't push on; Justin Athanaze dealt some big blows in the late overs to finish with an unbeaten 30 off 15 balls.

Guyana lost a couple of early wickets in the chase but useful contributions from the middle order saw them through. Shivnarine Chanderpaul struck four sixes in his 30, captain Christopher Barnwell made 21 off 19 balls, Leon Johnson top-scored with 37 off 32 and added 23 in quick time with Royston Crandon. Victory was achieved in the final over, with four balls to spare.

Windward Islands beat Trinidad & Tobago by 11 runs in Antigua in a low-scoring game. After choosing to bat, Windwards found themselves in a tricky situation at 73 for 4 but Darren Sammy, their captain, made an unbeaten 41 off just 31 balls to take them to a competitive 129 for 4. The T&T bowlers were economical, Samuel Badree leading the way with 2 for 17 in four overs.

Lendl Simmons began positively for T&T in the chase, though the going at the other end was slower. When he fell, in the 13th over, with the score on 59, the pressure was on T&T. Shane Shillingford picked up three wickets and was supported by Garey Mathurin, and Windwards won despite a half-century from Dwayne Bravo, who was the ninth wicket to fall. T&T lost seven wickets for 59, and were restricted to 118 for 9.