Peel, core, and cut the fresh pineapple. Make sure to chop the pineapple into smaller chunks before adding it to the blender. Choose a banana that is ripe, but not browning. Break it up into about four pieces.
Place the ice, pineapple chunks, banana pieces, and limeade in a high powered blender that can handle crushing frozen ingredients.
Pulse and crush until it is completely blended and very smooth. If it is too thick, slowly add more limeade or juice until it’s at your desired consistency.
Pour the smoothie into tall glasses and garnish with sliced pineapple and a cute straw.