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Pineapple Upside Down Cake
5 from 16 votes

Pineapple Upside Down Cake

Pineapple Upside Down Cake is a moist, buttery cake topped with caramelized brown sugar, butter, pineapple rings, and maraschino cherries. The brown sugar and butter mixture creates a sticky, sweet crust on the bottom that becomes the top when inverted after baking. The cake batter is rich with butter and eggs, producing a tender crumb that balances the caramelized fruit topping. This classic dessert pairs well with soft flavors and makes a visually appealing finish to a meal.

Prep Time
15 mins
Cook Time
35 mins
Total Time
50 mins
Servings: 8
Calories: 463 kcal
Course: Cake
Cuisine: American

Ingredients

  • ¾ c brown sugar light or dark
  • ¼ c butter good quality, salted
  • 6 pineapple rings
  • 6 maraschino cherries
  • ⅔ c butter good quality, salted
  • ¾ c sugar
  • 1 ¼ c self-rising flour
  • ⅛ tsp salt if using unsalted butter
  • 3 egg beaten

Instructions

Make the Topping
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  1. Place the butter and brown sugar in a small pot over low heat and melt the butter. Stir to combine the sugar and allow to simmer for one minute then remove from heat. Pour into a 9" cake tin.
  2. Lay the pineapple rings in a circle with one in the center, then a cherry to the center of each ring.
Make the Cake Batter
  1. In a stand mixer or using a handheld mixer, cream the butter and sugar until very light and fluffy. It will begin to pale in color, too (given that you're using a good quality, yellow butter).
  2. Add about one third of the beaten eggs, and mix well at medium speed. Then add about a third of the sifted flour. Repeat this step. Add the rest of the eggs and mix well, then turn the mixer to low and add the final flour and just mix until well combined.
  3. Scrape the cake mixture over the pineapple and cherries in the pan and place in the center of a preheated oven for about 35 minutes. Since ovens vary greatly, do not open the oven until you start to smell the cake and it looks well risen (through the glass).
Serve the Cake
  1. Carefully check that the cake is done with a cake tester or thin skewer. When the cake is ready, remove it from the oven and put a serving plate over the top of the cake and carefully invert. 
  2. Allow to cool at least an hour before serving.

Notes

  • Serve the cake the same day for best texture and flavor.
  • For adults, add a splash of pineapple vodka or rum to each serving if desired.

Nutrition Information

Serving 1 Calories 463kcal (23%) Carbohydrates 61g (20%) Protein 5g (10%) Fat 23g (35%) Saturated Fat 14g (70%) Polyunsaturated Fat 1g (6%) Monounsaturated Fat 6g (30%) Trans Fat 1g (50%) Cholesterol 117mg (39%) Sodium 234mg (10%) Potassium 130mg (3%) Fiber 1g (4%) Sugar 46g (92%) Vitamin A 763IU (15%) Vitamin C 4mg (4%) Calcium 45mg (5%) Iron 1mg (6%)

Nutrition Facts

Serving: 8 Serving

Amount Per Serving

Calories 463

% Daily Value*

Serving 1
Calories 463kcal 23%
Carbohydrates 61g 20%
Protein 5g 10%
Fat 23g 35%
Saturated Fat 14g 70%
Polyunsaturated Fat 1g 6%
Monounsaturated Fat 6g 30%
Trans Fat 1g 50%
Cholesterol 117mg 39%
Sodium 234mg 10%
Potassium 130mg 3%
Fiber 1g 4%
Sugar 46g 92%
Vitamin A 763IU 15%
Vitamin C 4mg 4%
Calcium 45mg 5%
Iron 1mg 6%

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

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