The easiest and best way to tell if a pineapple is ripe is by the smell. If you smell the pineapple at the bottom, not the part where the green stem is, it will smell very sweet and pineapply if it is ripe.Another indication that a pineapple is ripe is by the weight. A ripe pineapple will be heavier than an unripe one. It will be juicier and the juice will make it weigh more. Uumm. Sweet and juicy pineapple. One of God’s greater gifts to humans.