Place the pineapple (with pineapple slices and juice from the can if you are using canned pineapples) in the blender.
Also add milk, honey (or sugar) and vanilla extract.
If you are using ice cream, add that also to the blender.
Blend until smooth and creamy, transfer to glass cups and serve immediately!
If you are serving the pineapple milkshake later, make sure to refrigerate the milkshake until ready to serve. For the best results, you may blend it again right before serving.
For longer storage, you can transfer the milkshake to ice cube trays, freeze and save for later use.
Notes
Can you use frozen pineapple to make milkshake?
Yes, you can use frozen pineapple chunks or fresh pineapple as you like! Using frozen pineapples make the texture even more frosty and thick if you like it that way!
Can you freeze pineapple milkshake?
Yes, just like you can freeze pineapple juice, you can freeze pineapple milkshake also in ice cube trays for longer storage and just blend them again right before serving. However, if you are using frozen pineapples to make milkshake, I don't recommend freezing them for a second time.