I was playing with a friend last night and we had booty to turn in at an outpost. When we got to the outpost there were two sloops chillin at the dock. Not wanting to risk losing our goods or travel forever to another outpost, we sunk both the ships and finished off the remaining captains. When one of the ships sank (decked with hull and sail upgrade), it dropped a fair share of loot. No problem. We scoop up what we can whilst simultaneously selling off our own.
Immediately after selling off our goods we spot the same decked out sloop on a nearby island. We figure they can't have anything since it's been only a few minutes since we just sank them but we decide to pick a fight on the off chance they want an opportunity at revenge anyway. We roll up and they turn tail. After a 15-20 minute chase, we snipe the driver and he scuttles the ship. Out pops half a dozen chests, 10 golden chickens, half a dozen powder kegs, five skulls, and some miscellaneous other items (shiny objects, rice, etc.).
TLDR: Sank a ship, dropped loot. Sank the exact same ship minutes later, dropped even more loot.
