Introduction to Pineapple Upside Down Cake
When it comes to celebrating life's little moments, few desserts are as iconic as Pineapple Upside Down Cake. This retro treat combines the tropical sweetness of pineapple with a buttery, vanilla cake that just melts in your mouth. Originating in the 1920s, this dessert became a staple in American households, thanks to its easy preparation and impressive presentation, making it a favorite for gatherings and special occasions.
So why is Pineapple Upside Down Cake still a classic? For starters, the visual appeal of golden pineapple rings perched atop a fluffy cake is enough to make anyone smile. It's also incredibly versatile; whether you use canned pineapple or fresh, the results are always delicious. Plus, the combination of caramelized sugar and fruit creates a flavor balance that is both nostalgic and refreshing.
If you’re new to baking or just want to impress your friends with an old-school dessert, this delightful cake is a must-try. Dive into our detailed recipe, and you’ll soon understand why this dessert is cherished by so many! For more history and fun facts about this lovely treat, check out sources like The New York Times Cooking for inspiration.

Ingredients for Pineapple Upside Down Cake
Creating the perfect Pineapple Upside Down Cake starts with gathering a few simple yet essential ingredients. Here’s what you’ll need to bring this delightful dessert to life.
Topping Ingredients
For that irresistible caramelized topping, you’ll need:
- ¼ cup (60 g) of salted butter – melted to create a rich base
- ½ cup (100 g) of brown sugar – choose between light or dark, depending on your flavor preference
- 10 pineapple slices – make sure to pat them dry; a 20oz can is typically enough
- Maraschino cherries – they're the classic finishing touch that adds color and sweetness
Vanilla Cake Ingredients
Now, onto the fluffy cake itself! Gather these ingredients:
- ½ cup (115 g) of unsalted butter – softened to room temperature for easy mixing
- ¾ cup (150 g) of granulated sugar – for that wonderful sweetness
- 2 large eggs – ideally at room temperature for better emulsion
- 1 teaspoon of vanilla extract – pure vanilla for that aromatic touch
- 1 ½ cups (195 g) of all-purpose flour – for structure and fluffiness
- 1 ½ teaspoons of baking powder – your leavening agent
- ¼ teaspoon of salt – a pinch to balance flavors
- ½ cup (120 ml) of whole milk – also at room temperature for a perfect batter
With these ingredients on hand, you're just moments away from crafting a nostalgic and delicious Pineapple Upside Down Cake! For more tips on measuring flour correctly, check out this guide.
Preparing Pineapple Upside Down Cake
Pineapple Upside Down Cake is not just a dessert; it’s a nostalgic treat that brings memories flooding back with every bite. Whether you’re sharing it at a gathering or enjoying it with your morning coffee, this cake is sure to impress. Let’s dive into the steps for preparing this delightful dish.
Step 1: Preheat the oven and prepare the pan
Begin by preheating your oven to 350°F (175°C). This step ensures that your cake bakes evenly. While your oven is warming up, grab a 9.5 to 10-inch pie plate or a deep cake pan. Pour ¼ cup of melted salted butter into the pan, ensuring it evenly covers the bottom. Use a spoon or a spatula to grease the sides as well. This helps achieve that perfect, golden crust once the cake is done baking.
Step 2: Arrange the topping
Now it's time for the fun part! Sprinkle ½ cup of brown sugar over the butter mixture. This will create a sweet, caramelized base. Next, arrange 10 pineapple slices over the bottom of the pan, and if you have any leftover slices, feel free to cut them in half and place them along the sides. To add a pop of color, place maraschino cherries in the center of the pineapple rings and in any empty spaces. This colorful layer will be the star of your Pineapple Upside Down Cake.
Step 3: Make the vanilla cake batter
In a medium-sized mixing bowl, combine ½ cup of softened unsalted butter and ¾ cup of granulated sugar. Beat these together until the mixture is creamy and well-combined—it's satisfying, isn't it? Next, add two large eggs one at a time, mixing well after each addition, and finish with a splash of 1 teaspoon of vanilla extract for that aromatic essence.
Step 4: Combine wet and dry ingredients
In a separate bowl, whisk together 1 ½ cups of all-purpose flour, 1 ½ teaspoons of baking powder, and ¼ teaspoon of salt. Gradually alternate adding the dry ingredients and ½ cup of room-temperature whole milk to the wet mixture, starting and ending with the flour. Stir gently after each addition to avoid overmixing. Trust me; this will keep your cake light and fluffy!
Step 5: Pour batter and bake
Pour the beautifully prepared batter evenly over the pineapple and cherry layer in the pan. Bake in your preheated oven for about 30 minutes. At that point, loosely cover the cake with foil and bake for an additional 15 minutes. Your cake is ready when a toothpick inserted in the center comes out mostly clean, with just a few crumbs. Allow it to cool slightly before inverting it onto a serving platter, being cautious as it will still be quite hot—it’s a glorious sight to behold!
Now, you're all set to enjoy a slice of Pineapple Upside Down Cake that’s sure to evoke delight in anyone lucky enough to try it. Whether you serve it warm or at room temperature, you'll be relishing in sweet, juicy happiness. Happy baking!

Variations on Pineapple Upside Down Cake
Using Different Fruits
While classic Pineapple Upside Down Cake is delightful, why not get creative? You can swap out the pineapple for other fruits like juicy peaches, tart cherries, or even apples. Each fruit brings its distinct sweetness and flavor profile, making the cake uniquely yours. Mixing different fruits can also add a fun texture to the topping, leaving your guests guessing!
Gluten-Free Options
Craving a tasty Pineapple Upside Down Cake but need to avoid gluten? No problem! Simply substitute all-purpose flour with a 1:1 gluten-free flour blend, such as Cup4Cup or Bob's Red Mill. This ensures you won't miss out on that fluffy, delicious cake. Many readers have successfully tried this, so you can indulge without worry!
For more tips on gluten-free baking, check out resources like Bob's Red Mill.
Cooking tips and notes for Pineapple Upside Down Cake
When making your Pineapple Upside Down Cake, here are a few handy tips to ensure success:
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Choosing Pineapple: Fresh pineapple is delightful, but canned works well too! Be sure to pat the slices dry to avoid excess moisture.
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Butter Temperature: For a fluffy cake, use room temperature butter and eggs. This helps create a light texture that complements the moist pineapple topping.
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Don’t Rush: Allow the cake to cool slightly before inverting. This helps maintain the shape and ensures the delicious topping doesn’t stick.
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Experiment with Flavors: Feel free to add spices like cinnamon or nutmeg to the cake batter for an extra kick.
Enjoy your baking adventure! For additional inspiration, check out this tutorial on the joy of baking cakes.

Serving suggestions for Pineapple Upside Down Cake
Enjoying Warm vs. Stored
When it comes to the delightful Pineapple Upside Down Cake, serving it warm is truly the ideal experience. The cake is moist, buttery, and the flavors of caramelized fruit shine at their peak. However, if you find yourself with leftovers, this cake can be stored in an airtight container in the fridge for up to three days. Just remember, while it can be reheated, the joyful texture and warmth are best enjoyed fresh out of the oven.
Pairing Ideas
Elevate your Pineapple Upside Down Cake with these tasty accompaniments:
- Whipped Cream: A dollop of whipped cream adds a light, airy contrast to the rich cake.
- Vanilla Ice Cream: The creaminess of vanilla ice cream complements the fruity flavors perfectly.
- Fresh Fruit: A side of fresh berries or slices of mango bring a refreshing tartness that balances the sweetness.
These pairings will enhance your dessert experience and impress your guests. For more dessert inspiration, explore this delightful whipped cream recipe.
Time Breakdown for Pineapple Upside Down Cake
Preparation Time
In just 25 minutes, you can have everything prepped and ready to go. This includes making your delightful topping and mixing the cake batter.
Baking Time
Once prepped, the Pineapple Upside Down Cake bakes for about 45 minutes. You'll want to keep an eye on it during the last few minutes to ensure it’s perfectly golden!
Total Time
All in all, you’re looking at a total time of 1 hour and 10 minutes from start to finish. Perfect for weekends or fun dinner parties!
Feeling inspired to give it a try? Check out our guide on how to make the perfect cake batter!
Nutritional Facts for Pineapple Upside Down Cake
Calories Per Slice
Each delectable slice of Pineapple Upside Down Cake contains approximately 433 calories. This delightful treat packs a flavor punch and is perfect for satisfying your sweet tooth without completely derailing your daily calorie plan.
Key Nutrients
Beyond just calories, this cake offers some key nutrients:
- Carbohydrates: 62g — great for quick energy!
- Protein: 5g — helps with muscle repair.
- Fat: 19g — includes some beneficial fats from butter.
- Fiber: 2g — aids digestion and keeps you feeling full.
- Vitamins and Minerals: Includes Vitamin A, Calcium, and Iron, contributing to overall health.
For more detailed insights on the nutritional value of other desserts, consider checking out the USDA FoodData Central.
FAQ about Pineapple Upside Down Cake
Can I use fresh pineapple instead of canned?
Absolutely! Using fresh pineapple can elevate your Pineapple Upside Down Cake with a delicious, vibrant flavor. Just be sure to slice and core the pineapple properly, and pat it dry to avoid excess moisture, which can affect your cake's texture.
How do I store leftovers?
To keep your Pineapple Upside Down Cake fresh for longer, cover it tightly with plastic wrap or aluminum foil, or place it in an airtight container. It can be stored in the refrigerator for up to three days. For longer storage, consider freezing it—just wrap it well and it should last for several weeks.
What can I do if the cake sticks to the pan?
If your cake sticks to the pan, don’t worry! Gently run a knife around the edges to loosen it before inverting onto a plate. If it’s still stubborn, placing the pan in a warm oven (about 200°F or 93°C) for a few minutes can help loosen it. Next time, ensure you thoroughly grease your pan and consider using parchment paper for easy release.
Conclusion on Pineapple Upside Down Cake
There you have it! This delightful Pineapple Upside Down Cake is not just a feast for the eyes but also a treat for your taste buds. With its rich flavors and moist texture, it’s perfect for gatherings or a cozy afternoon snack. Whether enjoyed warm or chilled, it’s sure to impress!

Pineapple Upside Down Cake
Equipment
- Pie plate
- mixing bowls
Ingredients
Topping
- ¼ cup salted butter melted
- ½ cup brown sugar light or dark, tightly packed
- 10 pieces pineapple slices patted dry
- maraschino cherries
Vanilla Cake
- ½ cup unsalted butter softened to room temperature
- ¾ cup granulated sugar
- 2 large eggs room temperature preferred
- 1 teaspoon vanilla extract
- 1 ½ cups all-purpose flour
- 1 ½ teaspoons baking powder
- ¼ teaspoon salt
- ½ cup whole milk room temperature preferred
Instructions
Preparation
- Preheat oven to 350F (175C)
- Pour melted butter into 9.5-10" pie plate or deep cake pan, make sure it entirely covers the bottom of the pan and use a spoon or spatula to grease the sides of the pan.
- Sprinkle brown sugar evenly over butter mixture. Arrange pineapple slices over the bottom of the pan, slice leftover slices in half and arrange up the sides of the pan, as seen in photo.
- Place cherries in center of pineapple rings and as desired in empty spaces. Set aside.
- To prepare vanilla cake, beat butter and sugar in medium-sized bowl until creamy and well-combined.
- Add eggs, beating one at a time until combined.
- Stir in vanilla extract.
- In a separate bowl, whisk together flour, baking powder, and salt.
- Alternate adding flour and milk to the wet ingredients, starting and ending with flour and mixing until just combined after each addition (I prefer to do this part by hand with a spatula to be sure not to overmix).
- Pour batter evenly over prepared cake pan over the pineapple/cherry layer.
- Bake on 350F (175C) for 30 minutes. At the 30 minute mark, loosely cover with foil and continue to bake (still on 350F/175C) for another 15 minutes, until a toothpick inserted in the center comes out mostly clean with few crumbs (total cook time for cake will be 45 minutes).
- Allow to cool for 10-15 minutes and then carefully invert cake onto serving platter.
- Allow to cool before cutting and enjoying, but don't wait too long as this cake tastes wonderful (best!) warm from the oven!





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