| Trophy | How to unlock
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| - Attain the highest reputation in one nation.
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| - Destroy 10 pirate hideouts.
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| - First successful boarding of a vessel.
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- Aye Aye, Capt‘n! (Silver)
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| - Highest fame as 'Pirate'.
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| - "Consequences" completed (New Adventures).
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| - Reduce a nation's number of towns down to two.
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| - Highest fame as 'Trader'.
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- Collector's Instinct (Silver)
| - Possess all ship types in one game.
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| - A town annexation by martial methods.
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| - Discover 10 pirate nests in a single game.
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| - Defend a town from 5 attacks.
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- David-Versus-Goliath (Silver)
| - Win a battle against at least 60 guns with a pinnace.
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- Davy Jones' Locker (Bronze)
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- Disposable Weapons (Silver)
| - Use up 4,000 handheld weapons in boarding combats.
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- Everything's new! (Silver)
| - Build each new type of building in one game (Harbour Master).
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- Flawless Victory (Bronze)
| - Win a battle without taking any damage.
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| - Plunder 100,000 Gold (Dawn of Pirates).
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| - Plant 100 trees and plants in one game (Harbour Master).
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| - Posess 250,000 barrels of goods in a single game.
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| - Rescue 100 sailors from sharks.
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| - Patrols fought 500 battles.
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| - Possess 5,000 cannons in a single game.
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| - "The bet with Pablo" completed (New Adventures).
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- Off the back of a lorry (Silver)
| - Plunder 30,000 barrels in Piracy mode (Dawn of Pirates).
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| - "The Big Party" completed (New Adventures).
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| - Take over a town by peaceful methods.
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| - "Pirate Hunt" completed (New Adventures).
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| - Occupy 15,000 employees in a single game.
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| - Build 10 brothels in one game (Harbour Master).
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| - Reach maximum respect as pirate (Dawn of Pirates).
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- Ruler of the Seas (Silver)
| - Become the most infamous of all pirates (Dawn of Pirates).
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| - Get 10 linier built in the shipyard (Harbour Master)
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| - "The Rise of Christi" completed (New Adventures)
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| - Save 4 million gold pieces within one game.
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| - Find a treasure with the help of a treasure map.
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| - Attain the highest popularity in a town.
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| - Take control over 5 towns within one game.
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| - Maximize all abilities of a captain.
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- Wolf In Sheep's Clothing (Bronze)
| - Highest fame as 'Privateer'.
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- Your Ship My Ship (Silver)
| - Privateer 10 ships (Dawn of Pirates).
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| - Take control over 30 towns within one game.
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| - Take control over 15 towns within one game.
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