Who makes the best Cuban Bread in Tampa? Can they ship it to Wisconsin?
If you ship it in its' paper sleeve it'll arrive stale, or if the plastic bag/sleeve has micro-holes, it'll be stale... But if it's packed in a twist-tied plastic bag with no holes, it'll stay soft till it turns green in a week or two, because of the trapped moisture...
So, if you get the bread in a few days, packed properly, and you freeze it when it gets there (you can make a sandwich first) you'll be OK...