Pineapple Upside Sugar Cookies

Pineapple Upside Sugar Cookies: A Tropical Twist on a Classic Treat 🍍🍪

If you love the sunny sweetness of pineapple upside-down cake and the soft, buttery charm of a sugar cookie, get ready for a dessert that combines the best of both worlds: Pineapple Upside Sugar Cookies!

These cookies are a delightful bite-sized version of the beloved retro cake—with caramelized pineapple, a hint of cherry, and a soft sugar cookie base that melts in your mouth. They’re perfect for parties, picnics, or simply bringing a little tropical magic to your snack time.

Ready to bake a batch of sunshine? Let’s go!

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🍍 What Are Pineapple Upside Sugar Cookies?

Inspired by the classic pineapple upside-down cake, these cookies feature:

• Golden pineapple pieces
• Bright maraschino cherries
• A brown sugar glaze
• All baked into a soft sugar cookie base

They’re fun, colorful, and bursting with fruity, buttery flavor in every bite.

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🛒 Ingredients You’ll Need

For the cookie dough:

• 1 cup unsalted butter, softened
• 1 cup granulated sugar
• 1 large egg
• 2 tsp vanilla extract
• 2 ½ cups all-purpose flour
• ½ tsp baking soda
• ½ tsp salt

For the topping:

• 1 cup crushed pineapple or finely diced pineapple
• ¼ cup brown sugar
• 10–12 maraschino cherries, halved
• Optional: 2 tbsp pineapple juice for extra flavor

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👩‍🍳 How to Make Them

1. Prepare the Pineapple Topping

In a small saucepan, combine:

• 1 cup pineapple (drained well)
• ¼ cup brown sugar
• Optional: 2 tbsp pineapple juice

Cook over medium heat for 5–7 minutes until the mixture thickens slightly and becomes syrupy. Set aside to cool.

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