Ingredients
1/4 cup butter
1/3 cup brown sugar
7 pineapple rings
7 raspberries
1/2 cup butter
3/4 cup sugar
2 eggs
1 tsp vanilla extract
1 1/2 cups flour
1 1/2 tsp baking powder
pinch salt
1/4 cup milk
1/4 cup yogurt
1/4 cup rum (optional)
Procedure
- Preheat the oven to 350°F
- In a small saucepan melt the butter and sugar together then pour it into a 10″ cake pan, covering the bottom completely.
- Arrange the pineapple slices in the cake pan and fill each hole with a raspberry.
- In a mixing bowl mix beat the butter and sugar together until light and fluffy.
- Add eggs, one at a time until combined.
- Stir in the vanilla.
- In a separate bowl mix together the flour, baking powder, and salt.
- In a measuring cup stir the milk and yogurt together.
- Add half the flour into the butter and sugar mixture and mix until combined, then add the milk and yogurt, and the rest of flour mixture. Do not over mix.
- Bake for about 35 minutes. Check doneness with a cake tester (you can use a knife or a wooden skewer). The cake is fully cooked if the tester inserted in the middle of cake comes out clean.
- Once out of the oven and still warm, poke holes all over the cake with a knife or skewer. Pour the rum all over the cake so that it absorbed into the cake through the poked holes.
- Allow the cake to cool about 15 minutes before turning it out onto a cake platter.

Notes
- Traditionally the pineapple upside down cake is made with maraschino cherries rather than raspberries. Feel free to substitute with your preference.
- I used the pecan pie rum from Tennessee hills distillery but any dark rum will be a fine substitute!

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