Pineapple UpsideDown Sugar Cookies

A fun twist on a classic dessert—these cookies combine the sweet flavor of pineapple with a soft, buttery sugar cookie base!
Ingredients:
For the Topping:
1/2 cup unsalted butter, melted
3/4 cup brown sugar, packed
1 can (20 oz) pineapple rings, drained
12 maraschino cherries
For the Cookies:
2 1/2 cups all-purpose flour
1 teaspoon baking soda
1/2 teaspoon salt
1 cup unsalted butter, softened
1 1/4 cups granulated sugar
1 large egg
1 teaspoon vanilla extract
Instructions:
Step 1: Preheat and Prepare the Pan
Preheat your oven to 350°F (175°C).
Lightly grease a standard muffin tin or line it with silicone liners.
Step 2: Create the Pineapple Topping
Place 1 teaspoon of melted butter into each muffin cup.
Sprinkle 1 tablespoon of brown sugar into each cup.
Add a pineapple ring (or half if using smaller cups) to each cup and place a maraschino cherry in the center.
Step 3: Make the Sugar Cookie Dough
In a medium bowl, whisk together the flour, baking soda, and salt.
In a large mixing bowl, cream together the softened butter and granulated sugar until light and fluffy (about 2-3 minutes).
Add the egg and vanilla extract, mixing until combined.
Gradually add the flour mixture, mixing just until combined.
Step 4: Assemble the Cookies
Scoop about 2 tablespoons of cookie dough and gently press it over the pineapple and brown sugar layer in each muffin cup.
Step 5: Bake
Bake for 15-18 minutes or until the cookies are golden brown and set.
Allow the cookies to cool in the pan for 5-10 minutes before inverting them onto a wire rack.
Step 6: Serve and Enjoy!
Let the cookies cool slightly before serving. Enjoy warm or at room temperature.
🍍 Tips:
Pineapple Juice: Reserve the pineapple juice from the can to add to a glaze or drink!
Storage: Store in an airtight container at room temperature for up to 3 days.
Serving Idea: Serve with a dollop of whipped cream or vanilla ice cream for extra indulgence!
These cookies combine the nostalgic flavors of a pineapple upside-down cake with the convenience of a handheld treat. Perfect for parties or an afternoon snack! 🍍🍪✨