Description

These Pineapple Upside Down Sugar Cookies offer a playful twist on the beloved pineapple upside‑down cake, delivering a buttery cookie base topped with caramelized pineapple rings and sweet cherries. The result is a soft, slightly crisp treat that bursts with tropical flavor in every bite, making it an ideal dessert for brunch, afternoon tea, or a festive gathering. Simple ingredients and straightforward steps ensure you can bake a batch in under an hour, impressing friends and family alike .

Ingredients

Scale

1 cup unsalted butter, softened
1 cup granulated sugar
2 large eggs
2 teaspoons vanilla extract
2 cups all-purpose flour
1 teaspoon baking powder
1/2 teaspoon salt
1 can pineapple slices, drained
1/2 cup brown sugar
1/2 cup maraschino cherries

Instructions

Preheat oven to 350°F (175°C) and grease a cookie sheet. Cream butter and granulated sugar until light and fluffy. Beat in eggs one at a time, then stir in vanilla extract. Whisk flour, baking powder, and salt; gradually add to wet ingredients and mix until combined. Spread batter onto prepared sheet. Arrange pineapple slices on top, sprinkle with brown sugar, and place a cherry in the center of each slice. Bake 20-25 minutes until edges are golden brown; cool before cutting.

Notes

For extra caramel flavor
brush pineapple with a little melted butter before adding brown sugar. Use fresh pineapple rings for a brighter taste. Cookies can be stored in an airtight container at room temperature for up to three days. Freeze baked cookies wrapped individually for longer storage.

Prep Time: 15 minutes
Cook Time: 25 minutes
Category: Dessert
Method: Baking
Cuisine: American

Nutrition

Serving Size: 1 cookie
Calories: 150
Sugar: 12g
Sodium: 50mg
Fat: 8g
Saturated Fat: 5g
Unsaturated Fat: 2g
Trans Fat: 0g
Carbohydrates: 20g
Fiber: 0g
Protein: 2g
Cholesterol: 30mg

Keywords: Pineapple Upside Down Sugar Cookies, easy pineapple cookie recipe, upside down cookie dessert, pineapple cookie bake, sweet pineapple treats, quick sugar cookie ideas