(Adapted from Sally’s Baking Addiction)

I know, I know, this cake has been around FOREVER. But…I’ve always liked it, and I’ve never made it myself. So, I set out to find the best recipe, and I think I’ve found it. My favorite baker (Sally’s Baking Addiction) came to the rescue. It’s made or at least assembled a bit differently that classic pineapple upside down cake in that you use a 2″ baking or pie pan. 2 inches is key so that the batter doesn’t overflow. I found mine on Amazon here.

I prepared it for dessert for friends that were visiting for the weekend, and they and my husband agreed: BEST PUDC ever! Try it, I promise you’ll like it!

1/4 cup unsalted butter, melted
1/2 cup packed brown sugar
8–10 pineapple slices (from a 20 oz can), blotted dry
15–20 maraschino cherries, blotted dry
1 and 1/2 cups cake flour
1 tsp baking powder
1/4 tsp baking soda
1/2 tsp salt
6 TBSP unsalted butter, room temperature
3/4 cup granulated sugar
2 large egg whites, at room temperature
1/3 cup sour cream, at room temperature
1 tsp pure vanilla extract
1/3 cup whole milk, at room temperature
Preheat oven to 350 degrees F.
Prepare topping first: Pour 1/4 cup melted butter into an ungreased 9×2 inch pie dish or round cake pan.

Sprinkle brown sugar evenly over butter.

Blot any excess liquid off the fruit with a clean towel or paper towel. Arrange about 6-7 blotted pineapple slices and all the cherries on top of the brown sugar.

Place pan in the refrigerator for a few minutes as you prepare the cake batter. This helps solidify or “set” the topping’s arrangement.
Make the cake batter: Whisk the cake flour, baking powder, baking soda, and salt together.

Set aside.
Using a handheld or stand mixer fitted with a paddle or whisk attachment, beat the butter on high speed until smooth and creamy, about 1 minute. Add the sugar and beat on high speed until creamed together, about 1 minute. Scrape down the sides and up the bottom of the bowl with a rubber spatula as needed. On high speed, beat in the egg whites until combined, then beat in the sour cream and vanilla extract.

Scrape down the sides and up the bottom of the bowl as needed. Pour the dry ingredients into the wet ingredients.

Turn the mixer onto low speed and as the mixer runs, slowly pour in the milk. Beat on low speed just until all of the ingredients are combined. Do not over-mix. You may need to whisk it all by hand to make sure there are no lumps at the bottom of the bowl. The batter will be slightly thick.
Remove topping from the refrigerator. Pour and spread cake batter evenly over topping.

Bake for 43-48 minutes, tenting foil on top of the cake halfway through bake time to prevent the top from over-browning before the center has a chance to fully cook. The cake is done when a toothpick inserted into the center of the cake comes out mostly clean– a couple moist crumbs are OK. Don’t be alarmed if your cake takes longer or if the cake rises up and sticks to the foil. (It’s served upside down anyway!)

Remove cake from the oven and cool on a wire rack for just 20 minutes.

Invert the slightly cooled cake onto a cake stand or serving plate. Some of the juices from the topping will seep over the sides– that’s ok.

You can slice and serve the cake warm, but the slices will be messy. I find it’s best to cool the cake completely at room temperature before slicing and serving. Do not refrigerate the cake to speed up the cooling process because it could end up tasting overly dense.

Cover leftover slices and store for up to 3 days in the refrigerator or 3 months in the freezer.