Pineapple Upside Down Cake

5 from 2 votes

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Prep Time: 15

Cook Time: 35

Total Time: 50

Servings: 12 servings

Ingredients

Topping Layer

½ cup butter
¾ cup brown sugar
18 oz can pineapple rings - in pineapple juice drained (save the juice) I used 12 slices
10-14 maraschino cherries for decoration - for decoration (I used 12)

Cake Layer

2 cups all-purpose flour
2 tsp baking powder
¼ tsp salt
½ cup unsalted butter - softened to room temp
½ cup granulated sugar
¼ cup dark brown sugar
2 large eggs
½ cup whole milk
½ cup pineapple juice - saved from the canned pineapple
1 tsp vanilla extract

Instructions

Heat ½ cup unsalted butter and ¾ cup brown sugar in a saucepan over medium heat, stirring constantly until butter melts and sugar dissolves.
Preheat the oven to 350°F. Lightly grease a 9×13 baking dish with nonstick cooking spray. Pour the melted caramel sauce into the pan and spread evenly using a spatula.
Arrange the pineapple slices into rows, starting with the middle row first then adding pineapple slices around it. Add one maraschino cherry into the center of each pineapple slice. You can also add more cherries in other open spaces between the pineapple if you’d like.
In a medium bowl, mix together the dry ingredients including 2 cups all purpose flour, 2 tsp baking powder and ¼ tsp salt.
In a separate large bowl, add the ½ cup unsalted butter, ½ cup granulated sugar and ¼ cup dark brown sugar. Use a hand mixer to mix the ingredients until creamy.
Add one large egg and mix together. Add the second large egg and combine until smooth and creamy.
Now add the dry ingredients to the wet ingredients bowl and mix until just combined. Next, add ½ cup milk and mix it all together.
Add ½ cup pineapple juice (saved from the canned pineapple) and 1 tsp vanilla extract and mix until just combined. This will create the cake batter.
Gently smooth the cake batter over top of the pineapple slices in the baking dish. Use a spatula to smooth it into an even layer. Place in the oven to bake for 30-35 minutes or until the edges are golden and a toothpick comes out clean when poked through the cake.
Let the cake cool for at least 1 hour in the baking dish. To invert, place a baking sheet or large cutting board over top of the pan. Using both hands holding the pan and dish together, flip them over so that the pineapple cake is now on the baking sheet. Slice around a piece of pineapple and serve.

Nutrition Info

The nutritional information provided is an estimate and is per serving.

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