| Achievement | How to unlock
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| A Living legend | Get to level 30.
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| A*! | Get every achievement in the Sandbox mode. A true Caribbean Legend!
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| Admiral | Develop your "Navigation" skill up to 100%.
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| Alchemist | Prepare over 200 potions or other objects.
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| All your base are belong to us | Destroy the invaders on Isla Mona.
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| Antiquarian | Return a collection of Persian swords to it's owner.
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| At the service of the Empire | Successfully complete the story quest "Dutch Gambit" in cooperation with Britain.
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| Baptism of fire | Gain your first victory in the battle at sea in the Story mode
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| Best client | Order repair works on every shipyard.
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| Boarder | Board 250 ships
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| Buccaneer | Fight under the Jolly Roger and send hundred ships to the bottom.
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| Butcher | Lose 9,999 sailors in skirmishes with enemy ships.
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| Caribbean Virgin | Didn't have sex with anyone in the Story mode.
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| Caribbean poisoner | Use a unique poison.
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| Collector | Collect hundred treasures.
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| Conquistador | Slay 250 Indians.
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| Covered in scars | Sustain over 10,000 damage "health" points.
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| Dating Sim | Complete "Rumba" quest.
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| Deadman | Hercule got his redemption.
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| Destroy the enemies | Slay 500 military personnel.
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| Die hard | Develop your "Defence" skill up to 100%.
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| Diligent | Destroy Kukulkan's world.
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| Dragoon | Develop your Heavy Weapons skill up to 100%.
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| Dream team | Fill every officer positions.
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| El Comercio | Buy out five batches of ironwood from your factory.
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| Empty-headed | Visit a brothel hundred times.
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| Endangered species | Kill 35 crabs.
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| Engineer | Upgrade your ship.
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| Exorcist | Slay 100 evil spirits.
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| Explorer | Explore fifty dungeons, caves, grottos and mines.
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| Fearless | Successfully complete the story quest "Dutch Gambit" in opposition to all other parties.
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| First of many | Collect your first adder stone.
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| Fisher | Gather fifty barrels from the sea.
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| Flying the Jolly Roger | Complete "Flying the Jolly Roger" quest line.
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| Gambler | Win 500 times in cards/dice.
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| Generous | Give alms to the poor 200 times.
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| Gentleman of Fortune | Completely destroy the Gold Fleet
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| Goof | Buy five fake treasure maps.
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| Guest | Stay a night in a tavern fifty times.
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| Guileless | Preserve Kukulkan's world.
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| Heart of gold | Save twenty characters, drifting in the open sea.
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| Herbalist | Make three mangarosa potions.
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| Hero of the Nation | Reach the highest rank in French Colonial Navy.
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| Hogar, dulce hogar | Build up your colony to the maximum.
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| Home sweet home | Become a house owner.
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| Honoring the Classics | Complete the story on the hardest difficuly with the classic mode on. Thank you!
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| Hussar | Develop your Medium Weapons skill up to 100%.
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| Jedi | Increase your reputation to the highest level.
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| Kind hearted | Take hundred shipwrecked sailors into your crew.
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| Lesson Learnt | Successfully complete "The Final Lesson" quest.
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| Live By the Sword | Plunder a town in the Sandbox mode.
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| Lootbox Hunter | Find twenty pirate treasures in the Sandbox mode.
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| Loser | Lose 500 card games/games of dice.
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| Lucky Jim | Develop your "Luck" skill up to 100%.
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| Merchant | Develop your "Trade" skill up to 100%.
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| Merciless | Slay fifty civilians.
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| Miner | Plant 200 mines during combat.
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| Money do buy happiness | Acquire one million pesos in the Sandbox mode.
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| Money lender | Open accounts with money lenders totalling 5,000,000 peso.
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| My Soulmate | Achieve the maximum relationship score with Helen.
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| Naval commander | Muster the biggest squadron.
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| No Regrets | Don't repent for the sins of Charlie Prince.
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| On a slippery road | Do a special mission for the pirate Code Keeper.
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| Point Blank | Shoot three people during a dialogue.
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| Prophecy Came True | Marry Helen.
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| Pugwash | Win the regatta.
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| Red Talisman | Marry Mary.
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| Red face | Win a drinking contest.
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| Renter | Rent any warehourse anywhere.
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| Sea Wolf | Destroy 500 ships with artillery fire
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| Sea devil | Become the captain of the legendary Ghost-ship.
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| Shipwright | Repair 50,000 hull points at sea.
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| Sickly | Reduce your Constitution reading to the absolute minimum.
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| Silver Tongue | Win an impossible bargain two times.
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| Sith | Lower your reputation to the minimum level.
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| Skinflint | Build up your fortune of 10,000,000 peso.
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| Slave trader | Sell 5,000 slaves.
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| Smuggler | Strike fifty deals with smugglers.
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| Sniper | Shoot 500 enemies.
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| Spiritual protection | Hire a ship priest.
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| Spy | Develop your "Stealth" skill up to 100%.
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| Swordsman | Develop your Light Weapons skill up to 100%.
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| Terror of the archipelago | Eliminate fifty pirate captains.
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| The Most Notorious Pirate | Complete every side quest in the Sandbox mode.
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| Three's Crowd | Partake in a special event with a brothel manager.
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| Trader | Earn 10,000,000 peso by trading or re-sales.
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| Traveler | Visit every tavern and colony.
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| Treasure hunter | Find 100 pieces of treasure.
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| Vanguards ahoy! | Begin your first adventure. Godspeed!
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| Very ******* funny! | Return the Rainbow to Helen.
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| Veteran | Destroy fifteen forts.
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| Vigilante | Slay 250 criminals.
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| Wind of change | Successfully complete the story quest "Dutch Gambit" in cooperation with G.W.C.
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