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Juice the pineapple pieces in your juicer.
Add the lime juice, lime zest and vanilla, and mix well to combine. Taste and add agave syrup only if needed. Refrigerate until needed. You should have about 3 cups of juice.
Add the pineapple and lime juice into the blender. Blend until smooth.
Pass the pineapple through a sieve to separate the pulp. Use the back of a spoon to press the the pulp in the sieve to extract all of the juice.
Mix in the vanilla and zest. Refrigerate until needed. You should have about 3 cups of juice.
Mix lemon juice, zest and vanilla with 3 cups of pineapple juice. Stir and keep refrigerated until needed.
Place the water in a bowl and sprinkle the chia seeds on the top. Stir to combine. Whisk the chia seed mix every 5 minutes to break up any clumps. They will be fully soaked in about 30 minutes, but you can leave it in water for longer.
In a glass, add some chia seeds to the bottom. Top with some crushed ice and then pour the chilled pineapple juice over it.
Stir to suspend the chia seeds. Garnish with mint and serve.