So, I started sailing with my brother and a friend and decided to do some cargo runs while being an emissary. There was a Reaper Bones LvL 5 on the other side so we didn't care, we even got to LvL 5 in no time.
We then realized that they were going to chase us, so we prepared and sunk them next to the red sea. We had their lvl 5 flag, so we lowered the Merchant Emissary and started with the Reaper's bones. We sunk a few ships and had ton of fun.
I am really enjoying every game session!