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Defeat 5 boats without sinking, no health pick-ups.
― In-game description[src]

"Last Ship Sailing" is the fourth Master Thief Challenge in "Dead Men Tell No Tales" of Sly 3: Honor Among Thieves. It is a variation of the pirate ship gameplay, where you sail across the seas in search of enemy ships to attack. For this challenge, you have to destroy at least five ships, and there are no health pick-up from floating treasure chests in the ocean.

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Sly_3_Honor_Among_Thieves_-_Master_Thief_Challenge_-_Last_Ship_Sailing

Sly 3 Honor Among Thieves - Master Thief Challenge - Last Ship Sailing