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There's an inside and an outside corner to the shoreline, so you can create a 2 tile thick diagonal line with those. I'm not sure what you mean by checkerboard, but the tileset doesn't allow for alternating land-sea-land-sea tiles. It would be land-shore-sea-shore-land-shore-sea-shore. Hopefully that makes sense!

Yeah, I didn't see anything quite like what I was looking for. 

For instance, if north east and south west are land, and north west and south east are water.