Hey Sandman....I work for the local phone company here in Saskatchewan. The old flip phone is more than likely locked and a CDMA phone so it likely won't work with the cellular offered in Jamaica. The iPhone is your best bet and the guy above the digicel store does a good job of trimming the sim card to fit into the slot on your iPhone. Make sure you have a straight pin or the 'iPhone' Sim tool to pop open the compartment on the side of the phone to access where the sim card is. I have done this in the past and had no issues. We have also bought just a cheap Digicel phone and it cost like 30 bucks....we just top up the minutes online every few months to keep it active and send a couple of messages with it. Like its been said though keep the phone low key because things like that are very popular down there. Borrowing from Linston is likely the easiest thing to do.....