Topping:
- 1/2 C (1 stick) butter
- 1 C firmly packed brown sugar
- 2 (8 oz.) cans pineapple slices (cut in half– reserve liquid)
- Maraschino cherries
Cake: (use 10 inch cake pan)
- 1 pkg. Duncan Hines Golden Cake Mix
- 1 (3.4 oz.) pkg. vanilla instant pudding and pie filling
- 4 eggs
- 1/2 C pineapple juice from cans of pineapple slices
- 1/2 C Malibu Rum (or use Rum you have on hand)
- 1/2 C canola oil
Preheat oven to 325 degrees. Spray 10 inch cake pan with Pam for Baking. Â Cut the pineapple rings in halves, reserve one ring for the center of your cake. Â Melt the butter in your microwave. Â Pour the butter into the bottom of the cake pan. Â Add 1 cup of dark brown sugar, making sure you distribute it evenly and that the bottom of the cake pan is covered. Â Arrange your pineapple slices and cherries on the bottom of your cake pan by placing a whole ring in the center and the halves around it. Â Put a cherry in each half hole of the pineapple and one in the center hole. Â Set aside.
Place the cake mix in your mixer bowl. Â Add the pudding and pie filling. Â Add the pineapple juice, rum, and canola oil. Â Start the mixer on low speed and add one egg at a time (crack the eggs in a separate bowl first). Â Once the mixture is incorporated, beat on medium speed for 2 minutes.
Pour the batter over the pineapple slices and even it out. Â Bake in the preheated oven for about 55 to 60 minutes. Â At 50 minutes insert a wooden toothpick in the middle. Â If it comes out clean, your cake is done.
Let it cool for about 15 minutes on a rack, then flip it over onto a serving plate. Â You can sprinkle with powder sugar after it completely cools if desired. Â Serve with a dollop of cool whip.

Hi Mary, This looks yummy. Pineapple upside down cake is one of my favorites. I will have to try it. Loretta
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Loretta, it’s one of mine too! Hope you like it!! Fondly, Mary
This was a hit!!!…Moist, fruity… and I’m not a drinker, but it could have had a tinge more rum in the batter.
I will definately add this to our “Faves” list!