Sugar Boys claimed their spot in the last four following a 4-1 win against Old Madrid F.C. courtesy of a hat trick from Derol Redhead (26’, 36’,79’) and Akeem Hendrickson, who scored in the 80th minute.
Fitzroy Daley netted for Old Madrid.
Their opponents in the last four, One Love, had a much sterner test to come through as VG United took them all the way to a penalty shoot-out, after the match ended 1-1.
However, Mauricio Guevara Villanueva held his nerve to fire his team into the semi, scoring the decisive penalty in a 3-2 win.
Lion Heart found themselves 1 – 0 down to the Wolues, but Shevaughn Thomas equalised in the 45th minute, before adding a second to put Lion Heart on the way to the last four and the win was confirmed as Oshane Ingram made it 3-1 at the death.
A brace of goals by Jean Charles Jr, either side of a penalty strike by Julian Davidson, was enough for One Caribbean to secure their place, beating Rebels F.C 2-1.
The first semi is scheduled for the National Stadium venue at East End/Long Look between Sugar Boys and One Love at 4:00pm, whilst semi final number 2, featuring One Caribbean and Lion Heart, is on the Virgin Gorda Recreation Ground at 6:00pm.