Great screenshots, as always. Just one thing confuses me: I thought the pirate base was supposed to be reasonably well-hidden? How can the Imperial authorities miss that island just off the coast, with a harbour and camp in full view?
As I've mentioned in other threads, I don't think the pirates of Stirk should have large ships (especially ones flying an obvious pirate flag). They should use small, manoeuvrable boats that aren't obviously pirate ships. All they really need is a cave to hide in, with a non-conspicuous entrance, and somewhere to tie up their boats. That said, I don't really mind as such - give me an explanation, and I'll try and work with it - but I can't start writing dialogue and quests based around the pirates until we agree on how they operate.