Simmons (99) fires TT U-19s past Leewards
In the other matches, defending champion Guyana beat Windwards by 39 runs at the Arnos Vale Sports Complex while Jamaica massacred ICC Americas by nine wickets at the Park Hill playing field.
Leewards batted first and they amassed a formidable 280 for the loss of six wickets in their allotted 50 overs.
Opener Tyrone Williams slammed a belligerent 132 off 139 balls and featured in a 114- run third wicket stand with Kofi James who made 50 off 71 balls.
Only medium pacer Negus Smith picked up two wickets for 35 runs.
Chasing a victory target of 281, the Trinbagonians prevailed over the Leewards with Simmons being the main contributor with 99 that contained two sixes and twelve fours off 96 balls.
He shared a 104-run third wicket stand with Kallicharan who hit one six and five fours off 51 balls while Maharaj slammed three sixes and four fours off 50 balls.
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"Simmons (99) fires TT U-19s past Leewards"