I'm not very familiar with Scotland, although my understanding is that the wall garrisons maintained brisk contact and trade with those beyond the Wall. Most notably, that is where the garrison got much of its meat, as cow herding was common in the region.

For Ireland, there was definitely contact of some sort and Roman goods do show up there, but specific details are hard to know. It is possible that they traveled through simple trade, persistent exchange connections between communities and elites of Ireland and Britain, raids, or political connections. All of these are well known from other examples of cross-border interaction in the Roman world, and all are possible. Very likely, all of these played a part.

Unfortunately, Iron Age Ireland is still notoriously poorly known from the archaeological record, so our understanding is likely to be transformed many times in the coming years.

I know that (smashed) amphorae from wine have been found in many places in what is now Germany and England. It's entirely possible that local elites in what is now Ireland or Scotland imported wine or other consumables from the Roman-controlled lands in small amounts as luxury goods. However, I'm not aware of any finds of wine amphorae from that period in Scotland or Ireland, so if there were any imports of that sort that OP envisions, they were probably fairly small quantities on an irregular basis -- a large scale regular trade would have left more archeological evidence. However, the Iron Age archeology of the British Isles is WAY outside my area of experties.