Step 2: Stand up the pineapple and slice off the remaining skin in long strips from top to bottom. To make long pieces that are perfect for the grill, cut the quartered strips again into two or three lengthwise strips. Use a large chef’s knife to cut off the top of the pineapple. 5. With the sharp knife, carve the skin away and discard. 1 ripe pineapple; Use a serrated knife to top and tail the pineapple, then stand it upright on a chopping board. The real thing is just too intimidating and potentially dangerous, so why take the time cutting it correctly when someone’s already done the hard work for you? Small sharp knife (optional) Learn how to cut a pineapple with this simple technique video. ; To make pineapple rings, start with the peeled pineapple column.Lay it on its side, and cut into rounds. Turn the pineapple upside down and place it on a plate; allow it to rest 30 minutes. 4. First, you need to make sure you have a sharp knife and cutting board on a stable surface in order to cut safely. How to cut a pineapple. Slice off the top and bottom of the pineapple. Cut off the top of the pineapple. Stand the pineapple on its side and cut the skin off of the sides in strips. Cut off the bottom of the pineapple. Place the pineapple on its side on the cutting board and remove the stalk. ; To make pieces for fruit salads, cut the long strips into bite-size pieces. 6. To prepare a pineapple, you should first remove its rind and leafy, sharp crown. Continue cutting strips around the pineapple until you have cut all of the skin off of it. Sharp knife; Cutting board; Pineapple; How to Cut a Pineapple. 3. Step 1: Turn the pineapple on its side and use a knife to cut off both the top and the bottom. Remove the eyes from the pineapple either by slicing them out with a knife or carving them out in a groove all the way around the pineapple, producing a spiral effect. 2. Serrated knife. If you enjoy pineapple, there’s a good chance you grab it pre-cut, or even in cans. To do so, lay your pineapple on its side. Resting the pineapple upside down for 30 minutes helps the juices to run back down and distribute for evenly juicy pieces. Since pineapples are stored stem side up, gravity makes the juices run to the bottom.