Make the best pineapple upside down cake you've ever tasted when you follow my easy steps below. I've done all the recipe testing so I could give you all the best tips and tricks for the most delicious version of classic pineapple upside-down cake you've ever had.
Prep Time30 minutesmins
Cook Time45 minutesmins
Cooling Time1 hourhr
Course: Dessert
Cuisine: American
Keyword: pineapple upside down cake
Servings: 12
Author: Beth
Ingredients
20ozcan pineapple slices in juice
13-19maraschino cherries
¼cupunsalted buttermelted
½cupbrown sugar
1 ½cupsall-purpose flour180 grams
1 ½tspbaking powder
½tspsalt
½cupunsalted buttersoftened
¾cupgranulated sugar
2largeeggs
1tspvanilla extract
¼cupmilk
¼cuppineapple juice
Instructions
Line a tray or counter with paper towels. Place the pineapple slices (save the juice from the can!) and maraschino cherries on the paper towels. Let the moisture absorb for a few minutes, then flip them over and repeat. This step helps prevent the cake from becoming too wet.
Preheat the oven to 350ºF. In a 9 inch round cake pan or 9 inch pie pan, add the melted butter and use a spatula to brush it over the sides and bottom. Sprinkle the brown sugar over the butter. It doesn’t need to be perfect because the brown sugar will melt while baking. Place a single whole pineapple slice and one maraschino cherry in the center of the pan. Cut a few pineapple slices in half. Line them around the outside, placing a maraschino cherry by each one. While you prepare the cake batter, refrigerate the pan for a few minutes. This helps to set the arrangement of the pineapple and cherries.
Prepare the batter. In a mixing bowl combine the flour, baking powder and salt. Set aside.
In a separate mixing bowl combine the butter and granulated sugar, beat with an electric mixer on medium-high speed for 1 minute. Beat in the eggs and vanilla extract, about 30 seconds on medium speed.
Add the flour mixture, mixing on low. Add in the milk and pineapple juice, mix on low until combined.
Remove the pan from the fridge and pour the batter evenly over the topping. Bake at 350ºF for 30 minutes. Then remove the pan and loosely cover it with foil. This is to help prevent the cake from over-browning. Return to the oven to bake for another 13-17 minutes or until a toothpick inserted in the center comes out mostly clean, a few crumbs are normal!
Allow the cake to cool for 20 minutes in the pan.
Run a knife along the edge of the pan. Place a large plate on top of the pan and flip. Tap the back of the pan if needed to help release. Allow the cake to cool before cutting and serving. Store leftover cake covered in the fridge.
Notes
If you bake the cake in an 8" pan, it will result in a taller cake; however, the rings will be crowded together. During recipe testing I baked this in a 9 inch springform pan and some of the butter dripped through, so be aware of that if you use a springform pan.