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–+ servings

Pineapple Upside-Down Cookies

Pineapple Upside-Down Cookies offer a delightful twist on a classic dessert, combining the flavors of pineapple upside-down cake with the portability of cookies.
Print Recipe Pin Recipe
Prep Time 15 minutes
Cook Time 15 minutes
Total Time 30 minutes
Course Dessert, Snack
Cuisine American, Tropical
Servings 12 cookies
Calories 150 kcal

Ingredients
  

Cookie Base Ingredients

  • ½ cup Unsalted Butter, softened If using salted butter, reduce the added salt.
  • ¾ cup Granulated Sugar You can use brown sugar for a deeper caramel-like flavor.
  • 1 Large Egg If allergic to eggs, substitute with a flax egg (1 tbsp ground flaxseed + 3 tbsp water).
  • 1 tsp Vanilla Extract Enhances the sweetness with warm, aromatic notes.
  • 1 ¼ cups All-Purpose Flour Use a 1:1 gluten-free flour blend if needed.
  • ½ tsp Baking Powder Helps the cookies rise slightly.
  • ¼ tsp Salt Balances sweetness and enhances flavors.

Topping Ingredients

  • ½ cup Brown Sugar Caramelizes during baking for the signature upside-down effect.
  • 2 tbsp Melted Butter Helps create a rich, syrupy base.
  • 1 small can Pineapple Rings, cut into smaller pieces Fresh pineapple can also be used.
  • Maraschino Cherries, halved Fresh cherries or dried cranberries can be used as alternatives.

Instructions
 

Preparation

  • In a bowl, mix softened butter, granulated sugar, and brown sugar until creamy.
  • Add the egg and vanilla extract, mixing until well combined.
  • Stir in the flour, baking powder, and salt until you have a soft dough.

Prepare the Topping

  • In another bowl, combine melted butter and brown sugar. Mix well.
  • Spread this mixture on the bottom of your cookie pan.

Assemble the Cookies

  • Place small spoonfuls of cookie dough on top of the brown sugar mixture.
  • Add pineapple pieces and halved cherries on top of each cookie dough mound.

Bake the Cookies

  • Preheat your oven to 350°F (175°C).
  • Bake for 12-15 minutes or until the edges are golden.

Serve and Enjoy

  • Let the cookies cool slightly before flipping them on a plate to reveal the delicious toppings.

Notes

Enjoy these cookies warm or at room temperature. They can be served on their own or with a scoop of vanilla ice cream on the side. Store the cookies in an airtight container at room temperature for up to five days or freeze them for longer storage.

Nutrition

Serving: 1gCalories: 150kcalCarbohydrates: 22gProtein: 2gFat: 7gSaturated Fat: 4gSodium: 100mgSugar: 10g
Keyword Cookie Recipe, Easy Cookies, Pineapple Cookies, Tropical Desserts, Upside-Down Cookies
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