Stories by CheapCaribbean

Pineapple Upside Down Cupcakes

May 19, 2021 0 Comments

Did you know pineapple symbolizes hospitality and friendship? We love serving tasty pineapple recipes to our favs. Today, we’re sharing a delish Pineapple Upside Down Cupcake recipe for you and your house guests to enjoy on National Pineapple Upside Down Cake Day!

Pineapple Upside down cupcakesPineapple Upside down cupcakes

This is the perfect excuse to treat yourself to some yummy goodies and quite frankly, the only appropriate way to observe National Pineapple Upside Down Cake Day!

Mini Pineapple Upside Down Cakes

Course Dessert



  • 1/2 cup butter melted
  • 1 1/2 cups brown sugar
  • 24 maraschino cherries
  • 1 20 ounce can crushed pineapple (reserve juice)
  • 1 18.25 ounce package yellow cake mix (and oil and eggs called for on the package)
  • 1 1/3 cups pineapple juice Use pineapple juice instead of water in cake mix
  • confectioners' sugar for dusting


  1. Preheat oven to 350 degrees and spray muffin cups with cooking spray.

  2. Add 1 teaspoon of melted butter into the bottom of each sprayed muffin cup.

  3. Press 1 tablespoon of brown sugar in each muffin cup.

  4. Press a maraschino cherry in to the center of the brown sugar in each muffin cup.

  5. Add a large tablespoon of crushed pineapple over the cherry and press with the back of a spoon evenly.

  6. Mix cake mix according to the package directions, replacing the water with pineapple juice. The amount of juice you'll need will vary based on which cake mix you use.

  7. Pour pineapple cake batter into the muffin cups, leaving room at the top so they don't overflow. 

  8. Bake on the middle rack for about 20 minutes. Check consistency starting at 15 minutes so they don't burn. 

  9. Allow the mini cakes to cool before removing them from the cups.

  10. Serve with pineapple and cherry sides up and enjoy!

Pineapple Upside down cupcakes

A True Beach Lover