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Global Sim Card Needed for upcoming travel

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Hello experts - need your help.

My husband and I are traveling to Europe the end of august. we are taking a 10 day Mediterranean cruise beginning and ending in Rome. We will be in rome for 3 days prior to our cruise leaving.
. I want to purchase global SIM cards for us to use while we are are docked at port and go off the ship for our 3 devices - my iPad , iPhone 4 and blackberry curve. All of which are unlocked.
The countries that we will be visiting are sicily, athens, Ephesus ,rhodes, santorini, Mykonos and naples . There are so many companies that sell these pre paid online but I am a bit hesitant.
It seems that I need to purchase a SIM card for each device and than load it with a bundle packages for both voice/data/text as well as data only( for my iPad).
I am thinking that it makes sense to purchase these prior to our trip so that I can rest assured that they are installed properly =.
my husband and i will be accessing our emails, surfing the web as well as using the iPad for directions in case we get lost.

please advise :)

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