Crustacea display diverse life histories and occur in all marine habitats. This makes them particularly useful when thinking about how we can predict geographical distribution from life history and ecology. As would be expected from such diversity, crustaceans exhibit various population connectivity patterns, from panmictic, well-connected populations to small and isolated populations. Here we ask first what can be learned from exploring crustacean phylogeography and connectivity around well-understood vicariance events with known ages. We find that vicariance events are generally useful in calibrating molecular rates of evolution, but that there is substantial variation between taxa. This variation can be linked, on the one hand, to habitat differences (which determine when gene flow between populations actually ceased) and, on the other hand, to population size differences (which determine how fast genetic differences accumulate). In a few instances, populations must have diverged much earlier or later than the hypothesized vicariance event, providing evidence of earlier or later dispersal or more ancient separation. Second, we ask when comparative studies of multiple taxa show consistent results, predictable from their similar life history, and when not. For example, species that disperse little, such as brooding peracarids, have smaller, more isolated populations than species with planktonic larvae, such as decapods. Less consistent are the patterns across biogeographic breaks. While gene flow is clearly limited across such breaks in some species, other species do not seem to perceive them. This to-date-unexplained variation challenges our understanding of marine phylogeography.