I took a cooler on wheels a few years ago and it has been well worth the $25 second bag fee I paid to get it to Jamaica. A friend of mine keeps it for me when I'm not there. I am planing to take another one in December and will wait for the season to end to get another cooler.
I've seen Smirnoff Ice and Smirnoff vodka at the HI Lo plus the bars sell it.