Antigua & Barbuda face off with Bermuda in League B, Group D of the CONCACAF Nations League, as both sides look to establish a top-half finish.
St. Kitts & Nevis match up against the British Virgin Islands in League C, Group C with three points crucial towards promotion.
US Virgin Islands take on Barbados with both sides eyeing a spot in League B for the next edition of the CONCACAF Nations League.
Honduras and Jamaica face off in League A, Group B, with three points crucial for either side moving towards the knockout stage.