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A golden Classic Pineapple Upside Down Cake cooling on a wire rack with caramelized pineapple slices.

Classic Pineapple Upside Down Cake


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5 from 5 reviews

  • Author: Jasmine Padda
  • Total Time: 1 hour 10 mins
  • Yield: 8 servings

Description

This elevated pineapple upside down cake features a buttery, caramelized fruit topping paired with a delicate vanilla-almond sponge. Its stunning vintage presentation and warm, sophisticated flavor profile make it a perfect centerpiece for any gathering.


Ingredients

  • 1/2 cup unsalted butter, melted
  • 1 cup light brown sugar, packed
  • 1 can (20 oz) pineapple rings in juice, drained and patted dry
  • 1/2 cup maraschino cherries
  • 1 1/2 cups all-purpose flour
  • 1 1/2 tsp baking powder
  • 1/4 tsp salt
  • 1/2 cup softened butter
  • 3/4 cup granulated sugar
  • 2 large eggs
  • 1/3 cup reserved pineapple juice
  • 1 tsp vanilla extract
  • 1/2 tsp almond extract
  • 1/2 cup whole milk


Instructions

  1. Prepare caramel base. Melt butter in a 9-inch pan and spread brown sugar evenly across the bottom to create the foundation.
  2. Arrange the fruit. Place pineapple rings in the sugar mixture, nestling a cherry into the center of each ring and filling gaps with extras.
  3. Combine dry ingredients. Whisk together the flour, baking powder, and salt in a medium bowl to aerate and remove any lumps.
  4. Cream butter mixture. Beat softened butter and granulated sugar in a mixer for three to four minutes until light and fluffy.
  5. Incorporate wet ingredients. Add eggs one at a time, then mix in pineapple juice, vanilla extract, and almond extract until smooth.
  6. Mix in batter. Alternate adding the flour mixture and milk into the butter mixture, beginning and ending with flour, mixing only until combined.
  7. Bake the cake. Spoon the batter over the fruit and bake at 350°F for 45-50 minutes until a toothpick inserted comes out clean.
  8. Rest and invert. Allow the cake to cool in the pan for 10 minutes before carefully flipping it onto a serving platter.

Notes

  • Pat pineapple rings thoroughly with paper towels to prevent the caramel from becoming too watery.
  • Use room temperature ingredients to ensure the batter emulsifies properly and maintains a light texture.
  • Avoid overmixing the flour, as this develops gluten and can lead to a tough or dense cake crumb.
  • If the cake sticks when inverting, gently warm the bottom of the pan over low heat for one minute.
  • Prep Time: 20 mins
  • Cook Time: 50 mins
  • Category: Dessert
  • Method: Baking
  • Cuisine: American