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Classic Pineapple Upside-Down Cake with Cherries

Classic Pineapple Upside-Down Cake with Cherries

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This Classic Pineapple Upside-Down Cake with Cherries is a timeless dessert with a moist, tender cake and sweet, caramelized fruit topping. Perfect for holidays, celebrations, or a simple family treat.

  • Total Time: 1 hour 5 minutes
  • Yield: 10 servings

Ingredients

Scale
  • 20 ounces canned pineapple slices in juice (not syrup)
  • 12–18 maraschino cherries
  • 4 tablespoons unsalted butter, melted
  • 1/2 cup brown sugar
  • 1 1/2 cups all-purpose flour
  • 1 teaspoon baking powder
  • 1/4 teaspoon baking soda (or 1 extra tsp baking powder)
  • 1/4 teaspoon salt
  • 1/3 cup milk (whole or low-fat)
  • 1/4 cup reserved pineapple juice
  • 1/4 cup full-fat sour cream (or plain yogurt)
  • 1 teaspoon vanilla extract
  • 1 stick (1/2 cup) unsalted butter, softened
  • 3/4 cup white sugar
  • 2 large eggs
  • Any extra pineapple, chopped

Instructions

  1. Preheat oven to 350°F. Dry pineapple slices and cherries. Grease a 9-inch round pan and brush with melted butter. Sprinkle brown sugar evenly over base.
  2. Arrange pineapple slices and cherries over brown sugar. Press gently.
  3. Whisk flour, baking powder, baking soda, and salt in a bowl. Mix milk, pineapple juice, sour cream, and vanilla in another bowl.
  4. Cream softened butter and sugar for 2 minutes. Add eggs one at a time, beating 20 seconds after each addition.
  5. Alternate adding dry and wet ingredients to butter mixture, mixing gently. Fold in chopped pineapple.
  6. Pour batter over fruit. Bake 30 minutes uncovered, then 15 minutes loosely covered until toothpick comes out clean.
  7. Cool 20 minutes, run knife around edge, flip onto serving plate. Let cool completely before slicing.

Notes

  • Use the juice from the canned pineapple for extra flavor in the batter.
  • Optional: add extra chopped pineapple pieces for more fruity texture.
  • Author: Emma
  • Prep Time: 20 minutes
  • Cook Time: 45 minutes
  • Category: Dessert
  • Method: Baked Cake
  • Cuisine: American
  • Diet: Vegetarian