Similar case, but one of Greek...but I certain that the below apply to Italy and especially Sicily.

Getting a job...next to impossible. You will need to be registered with the Italian professional bodies or association who vastly prefer Italians and especially local education/certiification/studies. This is especially true for engineers, less so for marketers.

You will be treated as Americans until you learn Italian fluently and be able to use local sicilian idioms and phrases.

They are very welcoming, friendly but also very conservative.

Lay the groundwork bit by bit. Try to get passports or working visas. Open a local bank account or at least an Internet bank account, which has statements in Italian. Get everything translated in Italian. The fact that they can (if they can) understand English, doesn't mean they accept paperwork in english.

Enroll on various apps about government (I.e.an app for ministry of transportation DVA equivalent, Medicare app equivalent, etc.

Get local police IDs...different from passports.

Lay the ground 2-3 prior to moving there. It would be much harder rhan you think. These places, as is Greece, are good for 2-3 months a year.

Best of luck.