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Pineapple Upside Down Cake Recipe from Scratch
5 from 12 votes

Pineapple Upside Down Cake Recipe from Scratch

This Pineapple Upside Down Cake features caramelized pineapple rings and maraschino cherries atop a moist cake made with butter, sugars, and sour cream. The cake's tropical sweetness is complemented by a buttery, brown sugar topping beneath a tender, lightly dense crumb. The method involves layering fruit and sugary butter at the pan's bottom before pouring batter over and baking until set.

Prep Time
15 mins
Cook Time
30 mins
Total Time
45 mins
Servings: 8 servings
Calories: 460 kcal
Course: Cake
Cuisine: American

Ingredients

Topping
  • 1/2 cup brown sugar
  • 1/4 cup butter melted, salted
  • 20 ounces pineapple drained, reserving juice, sliced rings
  • 20 maraschino cherries without stems
Cake
  • 1/2 cup butter softened, salted
  • 1/2 cup granulated sugar
  • 1/4 cup brown sugar packed
  • 1 egg large
  • 1/4 cup sour cream room temperature
  • 1/4 cup milk
  • 1/4 cup pineapple juice
  • 1 teaspoon vanilla extract pure
  • 1 1/2 cups cake flour
  • 1 1/2 teaspoons baking powder
  • 1/2 teaspoon salt

Instructions

    Cup of Yum
  1. Preheat oven to 350°F. Spray a 9-inch cake pan with baking spray. Drain the pineapple (reserving 1/4 cup of the juice) and pat the pineapple rings and maraschino cherries dry on paper towels.
  2. Combine the brown sugar and melted butter in a small bowl, then spread into the bottom of the prepared pan. Arrange seven of the pineapple slices in the bottom of the pan, then cut the others in half and place them along the sides of the pan, filling in holes with the maraschino cherries.
  3. In a large bowl, beat the butter, granulated sugar, and brown sugar until creamy and light. Add the egg, sour cream, milk, pineapple juice, and vanilla and mix again, scraping down the sides of the bowl. The batter may start looking curdled, but that's okay.
  4. Add the flour, baking powder, and salt, then mix until combined. The batter will be fairly thick. Spoon the batter over the fruit and spread it into an even layer.
  5. Bake for 40-45 minutes, just until a toothpick inserted into the center of the cake comes out clean and the cake is golden brown on top. Let cool for 5-10 minutes before turning out onto a serving plate. Loosen the sides of the cake from the pan first by running a thin, sharp knife around the edges. Then place your serving plate upside down on top of the cake pan before flipping both over. The cake will drop right out of the pan, although you may have a piece of fruit or two that likes to stick. If so, just lift it out and place it back on top of the cake.
  6. Serve warm or at room temperature.

Notes

  • Store uneaten cake covered at room temperature or in the refrigerator for up to 3 days.
  • Reheat slices in the microwave briefly or warm covered in the oven at 350°F for 5-10 minutes.
  • The cake freezes well for up to 2 months when wrapped tightly; thaw before reheating.
  • Using canned pineapple is recommended to avoid excess moisture that can make the cake soggy.
  • If pineapple rings are unavailable, canned pineapple chunks or tidbits can be used, ensuring about 1 1/2 cups of fruit.

Nutrition Information

Calories 460kcal (23%) Carbohydrates 68g (23%) Protein 5g (10%) Fat 20g (31%) Saturated Fat 12g (60%) Polyunsaturated Fat 1g (6%) Monounsaturated Fat 5g (25%) Trans Fat 1g (50%) Cholesterol 74mg (25%) Sodium 402mg (17%) Potassium 186mg (4%) Fiber 2g (8%) Sugar 49g (98%) Vitamin A 665IU (13%) Vitamin C 7mg (8%) Calcium 109mg (11%) Iron 1mg (6%)

Nutrition Facts

Serving: 8 servings

Amount Per Serving

Calories 460

% Daily Value*

Calories 460kcal 23%
Carbohydrates 68g 23%
Protein 5g 10%
Fat 20g 31%
Saturated Fat 12g 60%
Polyunsaturated Fat 1g 6%
Monounsaturated Fat 5g 25%
Trans Fat 1g 50%
Cholesterol 74mg 25%
Sodium 402mg 17%
Potassium 186mg 4%
Fiber 2g 8%
Sugar 49g 98%
Vitamin A 665IU 13%
Vitamin C 7mg 8%
Calcium 109mg 11%
Iron 1mg 6%

* Percent Daily Values are based on a 2,000 calorie diet.

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