Caramelized Pineapple Upside Down Cake

This recipe and I go way back! Caramelizing the brown sugar and the pineapples on top make for a delicious treat that is sure to please any crowd. And bonus for being easy to make! It’s a box cake that everyone will think is homemade! This is by far the best Pineapple Upside Down Cake that I’ve ever made.

Caramelized Pineapple Upside Down Cake

Cuisine: Dessert, cakeDifficulty: Easy
Servings

1

cake
Prep time

30

minutes
Cooking time

30

minutes

Ingredients

  • 1/2 cup butter

  • 3/4 cup firmly packed brown sugar

  • 1 can, 20 oz, sliced pineapple in juice (drain and save juice)

  • 1 jar of maraschino cherries (drained)

  • 1 package of Duncan Hines Classic Yellow Cake Mix

  • 3 large eggs

  • 1/2 cup vegetable oil

  • 1 cup of the above drained pineapple juice (add water to make 1 cup if needed; but only add 1 cup of liquid to the mix)

Directions

  • Preheat oven to 350 degrees F.
  • In a saucepan, let butter simmer until it begins to darken but does NOT burn (about 6 minutes).
  • Stir in brown sugar and simmer 3 more minutes or until mixture starts to thicken.
  • Pour mixture into a 13 X 9 pan (I use a glass pan) and spread evenly
  • Arrange sliced pineapples on top of the caramelized mixture. Place a maraschino cherry in the hole of each pineapple and in between pineapples as desired.
  • In a large bowl, add the yellow cake mix, eggs, oil and juice/water mixture. Mix by hand for about 30 seconds
  • Using an electric mixer, beat at medium speed for 2 minutes. If you don’t have an electric mixer, beat by hand with a large spoon until all lumps are gone
  • Pour cake batter into the 13 X 9 pan and bake for 23-28 minutes or until a toothpick inserted in the center comes out clean. If you don’t have any toothpicks on hand, a butter knife will work just the same
  • Place your desired serving dish on top of the 13 X9 pan and immediately turn pan upside down (I use a cookie sheet, but you can choose something fancier if you like!)
  • Leave pan upside down for 1 minute, then remove pan

Notes

  • You can use a different brand of cake mix. However, if the box recipe calls for a different amount of water then use that amount. For example, if the box calls for 1 and 1/4 cups of water then use a juice/water mixture of that amount. Cooking times may vary.

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