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Lookin' good. I'll be interested to see how you execute palm frond roofs.Your pirate settlement needs a tavern, a smithy, a ship chandler, a trader/fence, a brothel and a nice sit-down restaurant. Wait, belay that last.
Interesting! According to period texts, many French houses in St-Domingue c.1700 were indeed made of wooden planks, with roof in wooden shingles.Stonemasons were rare and expensive, but there were many former ship carpenters who found better to settle and work on shore than live on ships. And Father Labat who visited the islands in this time mentions a sawyer from Poland (how did he get there!?) so there were probably many sawyers too.