I usually bring half my cash in $1-$5-$10-$20 bills. The balance I bring in $100. I use the larger bills for dinners that cost close to, or over $100, or at hotel bars etc, and have never had a problem. The smaller bills I use for tips, taxis, beach vendors etc. It's awkward carrying such a large wad while traveling to JA, but then I just leave it in the safe and carry a combination of what I think I'll need. I also keep a smaller amount in one pocket, so I don't have to pull out everything I have on me everytime I have to pay for something