Alex Guarnaschelli's Tip For Picking Out The Best Pineapple - Tasting Table
Briefly

To select a ripe pineapple, sniffing the bottom for a strong, sweet aroma is recommended. A ripe pineapple emits a deeply sweet scent, while no smell or a sour odor indicates it is underripe or overripe. Ripe pineapples often have yellow skin with some green patches, while fully green or deep yellow fruit should be avoided. Lightly pressing the skin can also indicate ripeness; a firm but not rock-hard texture signals readiness for consumption. Underripe pineapples may require sugar or cooking to enhance flavor.
Sniffing the bottom of a pineapple for a fruity scent is a reliable way to determine its ripeness. A ripe fruit should have a deeply sweet, tropical aroma.
If a pineapple smells sour, almost like vinegar, it is likely old and overripe. In this case, consider using it in cooked applications.
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