| Trophy | How to unlock
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| A Blended Family (Bronze) | Find Uncle Eduardo and bring him to Alessandro.
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| A Childhood love (Bronze) | Return to Nell to give her news from Bobby and tell Bobby about Nell's feelings.
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| A Debt of Honor (Bronze) | Refund Alessandro the doubloons he leant you.
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| A Diplomat Captain (Bronze) | Convince Razzo to help you sneak into the Governor's map room on your first attempt.
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| A Light in the Dark (Bronze) | Resolve the puzzle of Tanner's statue.
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| A Solemn Vow (Bronze) | Make a wish and have it fulfilled.
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| A Tribute to Sunny Blonde (Silver) | Talk to every single character in the game.
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| A nice little girl (Bronze) | Complete your first quest.
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| An Evil Presence (Bronze) | Bring together the two pieces of the strange egg to have a vision of the evil presence haunting Hollow Island.
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| Dexterity and Perseverance (Silver) | Complete all minigames without cheating a single time.
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| Everything comes to an end (Gold) | Game completed.
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| Forever United (Bronze) | Help Alessandro overcome the loss of his wife and restore his taste for life.
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| Save the Briscoe Family (Bronze) | Save Thomas and Elizabeth Briscoe from their burning house on your first attempt.
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| The Sense of Priorities (Bronze) | Refill the water jug and put it back in place before you go out to play with your friends.
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