IDK about the timing with checked luggage. I never have checked luggage at STT. Seems very possible though. I can recommend Mezher with My Love Taxi. He was waiting with a sign with my name as soon as I got off the plane. We were so happy with him, we scheduled for him to pick us up after our charter. Going both ways, he stopped for us to get drinks and/or for us to eat. His cell # 340-690-4909