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Pineapple Upside Down Cake

Pineapple Upside Down Cake

Pineapple Upside Down Cake is a classic retro dessert recipe. This is a soft, moist cake with a beautiful presentation.
5 from 1 vote
Course: Dessert
Cuisine: American
Keyword: pineapple upside down cake recipe
Prep Time: 20 minutes
Cook Time: 40 minutes
Servings: 8
Calories: 367kcal
Author: Sandy Clifton


  • 6 Tbsp 3/4 stick Unsalted Butter
  • 1 cup Packed Brown Sugar light
  • 7 slices canned Pineapple Rings
  • 12-14 Maraschino Cherries
  • 1 cup All Purpose Flour
  • 3/4 cup Granulated Sugar
  • 2 tsp Baking Powder
  • 1/8 tsp Salt
  • 1/2 cup Buttermilk
  • 1/3 cup Sour Cream*
  • 1 lg Egg
  • 3 Tbsp Vegetable Oil
  • 3/4 tsp Imitation Rum Extract optional, but adds a lot of flavor
  • 1 tsp Vanilla Extract


  • Heat the oven to 350° F.
  • In a small bowl, melt the butter. You can use the microwave on low.
  • Set a round 9" cake pan or a 9"x9" square baking dish on a baking sheet. Spray cake pan with cooking spray.
  • Pour the melted butter into the cake pan.
  • Sprinkle the brown sugar over the butter evenly.
  • Arrange the pineapple slices on top of the brown sugar in a pattern that fits them without overlapping. You can cut the remaining slices in half to fit into the gaps (see photo).
  • Place a maraschino cherry in the center of each pineapple ring, and in the gaps as you like.
  • In a large mixing bowl, whisk together the flour, granulated sugar, baking powder, and salt.
  • In a 2-cup glass measuring cup, whisk together the buttermilk, sour cream, egg, oil, rum extract, and the vanilla.
  • Pour the wet ingredients into the dry ingredients and fold to combine. Don't overmix!
  • Pour the batter evenly over the pineapple in the baking dish.
  • Bake for 35-40 minutes, or until the cake is light golden brown and a toothpick inserted in the center comes out clean.
  • Set the cake pan on a wire rack to cool for a minimum of 30 minutes before inverting onto a serving plate.
  • Slice and serve.


*Can substitute plain yogurt.


Calories: 367kcal