Sam's Club has a soft sided cooler for less then $10 - http://www.samsclub.com/sams/thermal....ip?navAction=

We have always taken one per couple to Jamaica for years. They fold flat, are light weight and the quality has improved every year. We at the end of the trip we usually give the cooler to our favorite juice guy, Tony. We tie-wrap a bottle opener to the zipper pull tag and are ready to party. Also a great back up cooler at home for those extra large parties. We love to use them in our boat as they store easily in the odd shaped nooks and crannies that boats are famous for. Easier on the toes for those of us who wear flip flops a lot - LOL

Early models had about a 30% leak rate but recently they have been perfect in that area. However if you do get a leaker, Sam's has been great on refund or exchange. My advise would be to try it out before using in Jamaica. Also we always have a refrig in the room so we never leave ice/water in them over night - just in case. Also seem to insulate better if you can turn them upside down and let them drain / dry out at night.