Since this is fairly big, here’s the cave and the castle separately.
I just have one piece of advice for any DM whose party takes up residence in this castle: that cave is not a safe place to dock a ship. It’s out of sight and it gives a group of thieves plenty of time to get it ready to sail without anyone seeing. So, if they don’t station a guard down there to watch it, have somebody steal it. Maybe one of the PCs wakes up in the middle of the night and sees their ship pulling out of the cave.
It doesn’t have to be more than a short encounter. You could give them enough time to grab their swords and leap for the mast as the ship is pulling away. I’m just saying, a completely unexpected, butt-naked pirate battle in the middle of the night sounds like some pretty good D&D to me. Worth considering, at least.
Next, I’ll be updating the Tir Thelandira map with all the locations I’ve got planned. I just want to give everybody a better idea of what the island is going to look like once it’s finished. I’ll post that tomorrow, along with a brief description of what I’m planning to do with each of the locations. After that, I’ll pick one and draw it. Okay, see you then!