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Pineapple Upside Down Pound Cake

This Pineapple Upside Down Pound Cake is a soft and buttery pineapple upside down cake, pound cake style, infused with a caramelized pineapple flavor!
Prep Time10 mins
Cook Time1 hr 15 mins
Course: Dessert
Cuisine: American
Keyword: brown sugar pound cake, pineapple upside down cake, pineapple upside down pound cake
Servings: 12 people
Calories: 606kcal


  • For the cake:
  • 3 c all purpose flour
  • 2 1/2 c granulated sugar
  • 1 c unsalted butter (2 sticks)- room temperature
  • 5 whole eggs- room temperature
  • 1 c buttermilk- room temperature
  • 2 tsps vanilla
  • 1 tsp baking powder
  • 1/2 tsp salt
  • For the topping:
  • 1/2 c unsalted butter - melted
  • 1/2 c light brown sugar
  • 20 0z Pineapple rings
  • 6 oz Maraschino cherries
  • 2 tbsps of pineapple juice


  • Using a hand or stand mixer, mix the butter and sugar on low speed until creamy.
  • Add the vanilla and mix.
  • Add the eggs to the bowl one at a time, mixing well after each addition before adding the next egg.
  • Add the salt and baking powder to the flour and mix.
  • Mix in the flour mixture 1 c at a time alternating with the buttermilk beginning and ending with the flour mixture. 
  • Spray a 12-cup bundt pan with non-stick spray.
  • In a bowl mix together the brown sugar, pineapple juice and melted butter.
  • Pour into the bottom of your prepared pan.
  • Layer your pineapple rings around the bottom of the pan and place a cherry in the center of the pineapple ring.
  • Pour the batter into the pan and spread it evenly.
  • Place the cake in the oven and bake for about an hour and 15 minutes.
  • The cake is done once an inserted toothpick comes out clean.
  • Remove the cake from the oven and allow it to cool for about 20 minutes before inverting.
  • Allow the cake to continue to cool on a wire rack.
  • Serve and enjoy!



Calories: 606kcal | Carbohydrates: 89g | Protein: 7g | Fat: 26g | Saturated Fat: 16g | Polyunsaturated Fat: 1g | Monounsaturated Fat: 7g | Trans Fat: 1g | Cholesterol: 131mg | Sodium: 187mg | Potassium: 171mg | Fiber: 2g | Sugar: 64g | Vitamin A: 873IU | Vitamin C: 5mg | Calcium: 88mg | Iron: 2mg