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Once you recieve your cutlass from Will, you should be able to walk to the small graveyard outside the entrance to where Tia is initially located at the beginning of the game. Once you defeat a couple of skeletons, check your journal to ensure that it has credited the defeated skeletons and it should then allow you to enter the cave where Tia is located.
If it doesn't, then you need to report it as a bug/glitch to Disney.
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