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I have the Oanda app for Android and it does still work in airplane mode, you just don't get up to the minute currency rates. Just make sure to load the most recent rate before you leave home. As Walleyed said though, it is easy enough to update with free wi-fi.
I agree with previous comments, it is best to have some of both. Do bring the $1 and $5s for tips.
I feel like such a balla whippin out a $10000 dollar bill
there is no $10000 bill, $5000 is the biggest.
I put an extra zero on accident.
Simple rule of thumb, if the price is listed in $US pay $US. If it is listed in $J pay $J. We bring most of our funds in travelers checks and exchange them for $J at the FX Trader by the HiLo.
And I forgot with my last post, use Jamaican whenever possible! It's better for their economy, and easier for them as well. That said they will not turn down your hard earned American $ or even Canuck $'s either!!!!
I found that in some instances it was better to use USD...for example, the patty mon charged $1 US for a patty, but when I only had J$ I'd give him $100, which is more than $1 US. Maybe I should have asked for change? (Don't worry, I'm kidding!)
A lot if places have wifi so you'll be fine with updating. We actually saw the rate increase while we were there in July. My phone stayed in airplane mode. I skyped my kids while I was there with my phone ... always in momma mode as well :)
BTW my app is called Currency+
I just received some JA currency I had ordered thru my bank since I like to have some onhand when I arrive. Strange to have such crisp, new bills, but the new currency is so nice commemorating the 50th anniversary year with a hummingbird.