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photorealistic hero image of pineapple upside-down cake on modern kitchen counter

Best Pineapple Upside-Down Cake


  • Author: Ryan Mitchell
  • Total Time: 55 minutes
  • Yield: 8 servings 1x

Description

A nostalgic, caramel-topped pineapple upside-down cake featuring glossy pineapple rings, cherries, and a moist vanilla crumb baked to golden perfection.


Ingredients

Scale
  • 4 tablespoons unsalted butter
  • 1/2 cup packed brown sugar
  • 67 pineapple rings
  • 68 maraschino cherries
  • 1/4 cup chopped pecans (optional)
  • 1 1/3 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/2 teaspoon baking soda
  • 1/4 teaspoon salt
  • 1/2 cup granulated sugar
  • 1/4 cup unsalted butter, softened
  • 1 large egg
  • 1/2 teaspoon vanilla extract
  • 1/2 cup milk
  • 2 tablespoons pineapple juice


Instructions

  1. Melt butter in the cake pan or skillet, then sprinkle brown sugar evenly across the bottom.
  2. Arrange pineapple rings over the caramel base and place cherries inside each ring.
  3. Whisk flour, baking powder, baking soda, and salt in a mixing bowl.
  4. Cream softened butter and granulated sugar in a separate bowl until light and fluffy.
  5. Add egg and vanilla to the creamed mixture and mix until combined.
  6. Pour in milk and pineapple juice, stirring until batter is smooth.
  7. Spread batter evenly over the pineapple layer without disturbing the topping.
  8. Bake at 350°F for 35–45 minutes or until the cake tests done.
  9. Cool for 10 minutes, then flip the cake onto a serving plate in one smooth motion.

Notes

  1. Blot pineapple slices dry before layering to prevent excess moisture.
  2. Allow the cake to rest before flipping so the caramel sets slightly.
  3. Fresh pineapple can be used if sliced evenly and dried well.
  4. Serve warm for the best caramel texture.
  • Prep Time: 15 minutes
  • Cook Time: 40 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 slice