Container Olive Trees

Hi folks! I’m looking to get a couple of container olive trees (mostly as a novelty, but party in hopes of one day getting olives off of them). Logee’s has a package deal of Arbequina and Cailletier olives on sale at the moment that has caught my eye.

What do I need to know to avoid killing them - and even better, to get them to fruit here in chilly New England? And is it crazy to think I can keep these things to a manageable size (say a five gallon container or less) and still have healthy fruiting trees?