I can only give part of an answer. However, Josephus, a moderate Jewish leader of the time who changed sides when he decided the Jews could not win, subsequently wrote a 'History of the Jewish War' and other writings about it. He twice puts into the mouths of Moderate Jewish leaders speeches in which the ask how their people can hope to stand against the Romans, who are so powerful 'they have conquered even Britain at the end of the Earth'. However, they do not mention Boudicca's revolt specifically.
For Mediterranean civilizations at that date Britain was known of as a proverbial 'ends of the Earth' kind of place, rather like 'Outer Mongolia' for us, so for Roman power to stretch from there to Judaea meant they were powerful indeed.
We should not take the 'speeches' in Josephus History as word for word accurate. In a society that valued rhetoric very highly, they were an accepted literary device. The Roman historian Tacitus in 'Agricola' purports to give word for word a speech by a barbarian Chieftain Galgacus to his followers in the unconquered far north of Britain, in which Galgacus appears improbably learned in the techniques and conventions of Roman oratory.
However, even if Josephus made up the speeches, he was himself a Jew from 1st Century Palestine so what he knew and what he thought his readers would find plausible
in the mouths of other Jews of the time are, especially in the absence of other evidence, significant.
We know from gravestones and other evidence of e.g. soldiers and others from Syria and North Africa ending up in Roman Britain. Indeed the Romans often posted troops to parts of the Empire distant from their place of origin, so they were less likely to join in a local rebellion. When enslaving war captives there was an advantage in selling them to a distant part of the Empire where they had less chance of escaping back to their own countries. There was also quite a lot of long distance trade within the Empire.
Consequently it was by no means impossible that occasionally someone in First Century Palestine would meet someone from or who had been to Britain or provinces in more direct contact with it such as northern Gaul.