I once flew USAir from Jamaica and had to connect in Charlotte, NC to D.C. If you purchs liquor at the airport in Jamaica and carry it on the plane with you, once you land in your connecting city you will have to take that liquor out of the box they put it in and pack it into your check luggage after you clear Immagration. PLEASE be aware that you will have to re-check your luggage and if it is overweight you will have to pay the extra charges.