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Pineapple Upside-Down Cake

  • Prep Time: 20 minutes
  • Cook Time: 45 minutes
  • Total Time: 1 hour 5 minutes
  • Yield: 8 servings 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Description

A classic Pineapple Upside-Down Cake with a caramelized brown sugar topping, juicy pineapple rings, and a soft, buttery vanilla cake base. Perfect for any occasion and sure to impress!


Ingredients

Scale
  • 78 canned pineapple rings
  • 78 maraschino cherries
  • 1/2 cup light brown sugar
  • 1/4 cup unsalted butter (melted, for topping)
  • 1 and 1/2 cups all-purpose flour
  • 3/4 cup granulated sugar
  • 2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 2 large eggs
  • 1/2 cup whole milk
  • 1 teaspoon vanilla extract
  • 1/2 cup unsalted butter (softened, for batter)

Instructions

  1. Preheat your oven to 350°F (175°C). Warm your cake pan or skillet slightly in the oven.
  2. In a small bowl, mix the melted butter and brown sugar. Pour into the bottom of your warm pan. Arrange pineapple rings and place a cherry in each center.
  3. In a bowl, whisk flour, baking powder, and salt. In another bowl, cream softened butter and granulated sugar. Beat in eggs one at a time, then vanilla. Alternate adding flour mixture and milk until just combined.
  4. Gently spoon batter over the pineapple layer. Smooth the top carefully.
  5. Bake for 40–45 minutes until a toothpick inserted comes out clean.
  6. Let the cake cool for 10–15 minutes. Run a knife around the edge, place a plate on top, and carefully flip to reveal the top.
  7. Serve warm or cool completely before slicing. Add whipped cream or ice cream if desired.

Notes

  • Dry the pineapple slices with paper towels to prevent soggy cake.
  • Letting the cake rest before flipping is key for a clean release.
  • You can substitute fresh pineapple if sliced thinly.
  • To make it dairy-free, use plant-based butter and milk.

Nutrition

  • Serving Size: 1 slice
  • Calories: 320
  • Sugar: 28g
  • Sodium: 160mg
  • Fat: 14g
  • Saturated Fat: 8g
  • Unsaturated Fat: 5g
  • Trans Fat: 0g
  • Carbohydrates: 45g
  • Fiber: 1g
  • Protein: 3g
  • Cholesterol: 65mg

Keywords: pineapple upside-down cake, vintage dessert, easy pineapple cake, caramelized fruit cake, retro cake recipe