This Pineapple Upside Down Cake is soft and buttery with caramelized pineapple and cherries. The juices from the fruit soak down into the cake, adding even more flavor to this easy retro cake recipe.
Easy Pineapple Upside Down Cake
This pineapple upside down cake recipe has been a long time coming. My dad and I are huge fans of this classic American dessert, so the pressure was on to make one that was just right. But you know what? I think I nailed it.
The base of this cake is my trusted moist vanilla layer cake. That cake is such a gem and adapts beautifully to so many things. I adapted that recipe for a 9-inch pan, then added pineapple flavor and topped everything with pineapple slices and red cherries. The end result is moist, dense, and wonderfully tender. I’m so in love with this pineapple upside down cake and hope you enjoy this recipe as much as we do!
Why You’ll Love This Recipe
- Easy. Despite looking fancy, this pineapple upside down cake is incredibly simple to make. You won’t need any fancy ingredients or complicated techniques.
- Full of flavor. There’s pineapple juice in the cake batter and also on top thanks to tender pineapple slices studded with red cherries.
- A gorgeous classic. This recipe is just classic American baking, plain and simple! Nearly everyone loves this dessert and it’s perfect for potlucks or celebrations thanks to how pretty it looks.
What You’ll Need
As I mentioned, this pineapple cake uses many of the same ingredients as a homemade vanilla cake, with a few changes. Plus, of course, the addition of pineapple and pineapple juice.
For the Topping
- Butter – The butter used in the topping should be melted.
- Brown sugar – To help caramelize the pineapple.
- Pineapple slices – I use canned pineapple so that I have the juice for the cake, but you can use fresh pineapple as well.
- Maraschino cherries – The perfect compliment to pineapple and adds a pop of color. Be sure to drain and dry them first!
For the Cake
- All-purpose flour – A pantry staple.
- Baking powder – Helps the cake rise and create a fluffy texture.
- Salt – For flavor.
- Unsalted butter – Make sure it’s room temperature.
- Vegetable oil – For extra moisture.
- Sugar & Brown Sugar – I found a combination of both to be important, without the brown sugar the flavor was just too bland.
- Vanilla extract – For flavor.
- Eggs – Large eggs.
- Milk – I use 2%, but whole milk would work too.
- Pineapple juice – For tasty pineapple flavor in every bite!
How to Make Pineapple Upside Down Cake
Making pineapple upside-down cake may seem complicated or overwhelming, but in reality, it’s no harder than any other homemade cake! In fact, the decorating is done for you, so it’s really quite simple. Just take your time and be sure to follow the steps carefully for a perfectly moist, spongey cake.
- Prepare oven and cake pan. Preheat oven to 350F. Spread a mixture of melted butter and brown sugar on the bottom of the cake pan.
- Add the cherries and pineapple. Drain the pineapple, reserving the juice. Pat the pineapple dry and arrange the slices and cherries over the brown sugar.
- Make the cake batter. Combine dry ingredients in a medium bowl and set aside. In a large bowl, beat the butter, oil, sugars and vanilla until light and fluffy. Add the eggs one at a time, taking care to scrape down the sides. Add half of the dry ingredients, combine, and slowly add the milk and pineapple juice. Add remaining dry ingredients and mix until well incorporated.
- Bake. Add the batter to the cake pan and bake for 30 minutes. Cover with foil and bake an additional 10-15 minutes, until a toothpick inserted in the middle comes out clean.
- Cool and serve. When you take the cake out of the oven, immediately cover it with a kitchen towel and then gently press down on it to help compress the dome of the cake. Let the cake cool for 20 minutes, then invert onto a cooling rack to cool more before serving. Pineapple upside down cake is best served warm.
Tips for Success
There are a few key things to keep in mind when making this pineapple cake, mostly to ensure that it’s just the right amount of moisture and has the perfect texture.
- Be sure to dry the pineapple slices. Whether fresh or canned, blot your pineapple slices before adding them to the pan. This cake has a delicate balance of moisture and overdoing it can end up giving you a mushy, messy cake.
- Take the time to cream the butter and sugar. Beating the butter and sugar for 2-3 minutes helps the cake rise properly.
- Press down on the cake. Right after taking the cake out of the oven, place a kitchen towel over the top of it and press down on it with gentle, but firm pressure. This will help compress the dome so that your cake doesn’t split down the middle when you invert it.
- Allow to cool before inverting. Give the cake at least 15 minutes to cool in the pan before inverting it and removing the cake from the pan.
- Use slices stored in juice – not syrup. If you’re using canned pineapple slices, be sure to grab one with juice and not syrup!
Pineapple upside down cake should be served warm. Usually, about 45 minutes after removing it from the oven, it’s the perfect temperature for eating.
It’s best served warm, but if you allow it to cool completely to room temperature, you can heat individual slices for 10-15 seconds in the microwave to warm them back up a bit.
How to Store Pineapple Upside Down Cake
Any leftover cake should be stored in the fridge. Cover it tightly with plastic wrap or in an airtight container, so that it doesn’t dry out.
I like to heat my leftovers in the microwave for 30 seconds or so, just enough to warm it up again. This is definitely one cake better served warm!
Can I Freeze It?
Pineapple upside down cake is not ideal for freezing. It could become mushy and may collapse a bit from the weight of the thawed pineapples.
But, don’t worry – that’s just even more of a reason to have a second slice!
Pineapple Upside Down Cake
- Prep Time: 30 minutes
- Cool Time: 20 minutes
- Cook Time: 45 minutes
- Total Time: 95 minutes
- Yield: 8-10 slices
- Category: Dessert
- Method: Baking
- Cuisine: American
Soft and buttery with caramelized pineapple and cherries, this Pineapple Upside Down Cake is just what you need to impress your guests. And, contrary to popular belief, it’s a not a difficult cake to make!
For the Topping
- 1/4 cup butter, melted
- 1/2 cup packed brown sugar
- 10 canned pineapple slices
- 13 maraschino cherries
For the Cake
- 1 1/4 cups (163g) all-purpose flour
- 1 tsp baking powder
- 1/4 tsp salt
- 6 tbsp (84g) unsalted butter, room temperature
- 2 tbsp (30ml) vegetable oil
- 1/2 cup (104g) sugar
- 1/4 cup (56g) packed brown sugar
- 1 1/2 tsp vanilla extract
- 2 large eggs
- 1/4 cup (60ml) milk
- 1/4 cup (60ml) pineapple juice
- Preheat oven to 350°F (176°C).
- Combine the melted butter and brown sugar and spread evenly in the bottom and up the sides of a 9×2 inch cake pan.
- Drain the pineapple, reserving 1/4 cup of juice. Set juice aside and pat the pineapple slices dry so that you don’t add excess liquid to the topping. Arrange the pineapple slices and cherries over the brown sugar, using the photos above for visual reference.
- To make the cake batter, combine the flour, baking powder and salt in a medium sized bowl and set aside.
- Add the butter, oil, sugars and vanilla extract to a large mixer bowl and beat together until light in color and fluffy, about 2-3 minutes. Do not skimp on the creaming time.
- Add the eggs one at a time, mixing until mostly combined after each. Scrape down the sides of the bowl as needed to be sure all ingredients are well incorporated.
- Add half of the dry ingredients to the batter and mix until mostly combined.
- Slowly add the milk and reserved pineapple juice and mix until well combined. The batter may look a little curdled, but that’s ok.
- Add the remaining dry ingredients and mix until well combined and smooth. Scrape down the sides of the bowl as needed to be sure all ingredients are well incorporated. Do not over mix the batter.
- Add the batter to the prepared cake pan and spread evenly. Bake for 30 minutes, then cover with foil and bake another 10-15 minutes to prevent the top from over-browning. The cake is done when a toothpick inserted in the middle comes out clean.
- Remove the cake from the oven and press the cake down gently to help flatten any dome. I placed a dish cloth on top of the cake to help press on the hot cake.
- Let the cake cool in the pan for 20 minutes, then invert onto a cooling rack. Allow the cake to cool a bit before serving. It’s best served warm, but if you allow it to cool completely to room temperature, you can heat individual slices for 10-15 seconds to warm them back up a bit.
Keywords: pineapple cake, pineapple desserts, how to make upside down cake
More Pineapple Desserts
- Pineapple Walnut Upside Down Bundt Cake
- Pineapple Coconut Bars
- Pineapple Upside Down Trifles
- Pina Colada Layer Cake
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Can this recipe work as cupcakes? I want to carry it to a party and I prefer the ease on single serving cupcakes
I would expect it to work fine as cupcakes.
If I wanted to do this in a 9×13 pan, would I just double the recipe?
I would probably do one and a half recipes worth for a 9 x 13 pan.
I made this yesterday for Father’s day (and my mom’s birthday) as it is my dad’s favorite cake. It was fabulous! Definitely eat it warm like suggested. Thank for a “keeper” recipe!
Could you do this as jumbo cupcakes? If so, would you need to alter the recipe or change quantity? About how many jumbo cupcakes would this amount of batter be?