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Homemade Pineapple Upside Down Cake

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Quick and easy homemade pineapple upside down cake recipe rom scratch. It's soft and moist with a golden caramelized top layer. Best classic cake ever!
Course Dessert
Cuisine American
Keyword old fashioned cake
Prep Time 10 mins
Cook Time 40 mins
Total Time 50 mins
Servings 9 slices
Calories 323
Author CakeWhiz


Caramelized layer:

  • cup Butter Unsalted
  • ½ cup Brown sugar


  • 1 cup Flour All-purpose
  • ¾ cup Sugar
  • ½ cup Buttermilk
  • cup Greek yogurt Full fat
  • 23- 25 Maraschino cherries
  • 8 Pineapple slices Round
  • 1 Egg
  • tsp Salt
  • 2 tbsp Olive oil Light
  • 1 tbsp Vanilla extract
  • ½ tsp Orange extract Or orange zest
  • 1 tsp Baking powder
  • 1 tsp Baking soda


  • Place the pineapple slices on a plate lined with a couple of paper towels so as to get rid of excess pineapple juices.
  • Place the cherries on a plate lined with a few paper towels too so as to get rid of excess syrup and juices.
  • Melt butter in the microwave and pour it into your 9 inch springform pan. Use your fingers to spread the butter over the entire pan.
  • Sprinkle brown sugar on top of the butter.
  • Arrange the pineapple slices and maraschino cherries on top of the brown sugar.


  • In a mixing bowl, add egg, yogurt, buttermilk, olive oil, vanilla extract and orange extract and mix everything thoroughly.
  • Add flour, sugar, baking powder, baking soda, salt and mix until just combined. You might see some lumps. Don’t worry about them and don’t over-mix!
  • Gently, pour this batter on top of your arranged pineapple slices.
  • Use the back of a spoon or spatula to spread the batter evenly in the pan. Be very careful not to move the pineapples or cherries.
  • Bake at 350 degrees for 40-45 minutes or until an inserted toothpick in the center comes out clean.
  • Let this cake cool down to room temperature. Then, remove the springform attachment and flip this cake gently onto your cake stand. Enjoy!


- Read all my tips above.
- Leftover cake can be stored in a sealed container in the fridge for up to 3 days.


Calories: 323kcal | Carbohydrates: 59g | Protein: 3g | Fat: 8g | Saturated Fat: 4g | Cholesterol: 38mg | Sodium: 289mg | Potassium: 190mg | Fiber: 1g | Sugar: 47g | Vitamin A: 305IU | Vitamin C: 4.8mg | Calcium: 87mg | Iron: 1.1mg