Pineapple Upside Sugar Cookies: A Tropical Twist on a Classic Favorite 🍍✨

Before we dive in, let me just pause and say thank you. Every recipe I share is about more than food—it’s about joy, comfort, and those little bursts of happiness that come from pulling something warm and beautiful out of the oven. And these Pineapple Upside Sugar Cookies? They are exactly that. Sweet sunshine in cookie form!

Think of them as the playful cousin of the classic pineapple upside-down cake—only smaller, easier, and even more snackable. With chewy sugar cookie dough as the base, a juicy pineapple center, and a bright cherry on top, each cookie is like a tropical party you can hold in your hand.

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Why You’ll Love These Cookies

Fun & festive – Perfect for spring parties, summer picnics, or potlucks.
Tropical twist – Pineapple + cherry = instant vacation vibes.
No-fuss baking – Simple sugar cookie dough, no fancy equipment needed.
Customizable – Add coconut, lime zest, or swap fruits for endless variations.

The taste? Soft, buttery cookie meets sweet-tart pineapple, with a burst of cherry in the center. Anything but boring!!