Pineapple Upside Down Cake
There’s something magical about the way a Pineapple Upside Down Cake turns out. The first time I made it, I was captivated by the sight of those golden pineapple rings nestled in a caramel-like glaze. Every bite is a delightful surprise of sweet and tangy flavors, and it instantly takes me back to family gatherings where we all gathered around to share stories and laughter. What I love most is how simple ingredients can create such a show-stopping dessert. It’s always a crowd-pleaser, and I remember my friends’ wide-eyed reactions the first time I served it. The aroma wafting through the kitchen while it bakes is irresistible, and it feels like a warm embrace when you take that first slice.
Recipe Snapshot
60 mins
15 mins
45 mins
Medium
250 kcal
3 g
Gluten-Free, Low FODMAP
12 g
KitchenAid Hand Mixer, 9-inch Pie Plate
What We Adore About This Pineapple Upside Down Cake
The Perfect Balance of Flavors
One of the reasons I adore this recipe is the harmony of flavors. The sweetness of the pineapple pairs beautifully with the buttery cake, creating a delightful contrast that keeps you coming back for more. Each forkful is a symphony of taste that sings in your mouth!
Visual Appeal
Let’s not forget about how stunning the Pineapple Upside Down Cake looks when you flip it over! Those vibrant, caramelized pineapples and cherries create a beautiful tableau that’s perfect for any occasion. It’s like a piece of art on a plate.
Easy to Make
This cake may look impressive, but it’s surprisingly easy to prepare. Even if you’re a novice in the kitchen, you can whip this up with minimal fuss. The steps are straightforward, and the process is pretty forgiving.
A Nostalgic Recipe
For many, this cake holds a nostalgic place in their hearts. It reminds me of the special moments growing up, when my grandmother would bake it for our family celebrations. Sharing this recipe with my friends is a way to pass that love and memory along, and I know they appreciate the sentiment.
Perfect for Any Occasion
Whether it’s a birthday, a potluck, or just a casual gathering, a Pineapple Upside Down Cake never feels out of place. It’s versatile enough to suit any event and often becomes the star of the dessert table.
Leftover Magic
Another thing I love is how well it keeps. If there are any leftovers, they can be enjoyed for days, and the flavor actually improves as it sits, making each slice even more decadent!
Pineapple Upside Down Cake Shopping List

Creating an amazing Pineapple Upside Down Cake starts with the right ingredients. Each plays a crucial role in bringing the cake’s flavor and texture to life. The combination of sweet and savory elements creates a unique and delicious experience that everyone will love. Let’s dive into the key players that make this cake shine.
- ¼ cup butter (unsalted, melted) – This creates the rich, buttery base that complements the sweet toppings.
- ½ cup brown sugar (packed) – Provides a deep caramel flavor that enhances the overall sweetness.
- 20 ounces pineapple rings (1 can) – The star of the show, bringing tropical sweetness and moisture.
- 10 maraschino cherries – Adds a pop of color and a sweet-tart flavor.
- 1 ½ cups all-purpose flour – The foundation of the cake, giving it structure.
- 1 teaspoon baking powder – Helps the cake rise perfectly.
- ½ teaspoon baking soda – Works with the acidic ingredients for a fluffy texture.
- ¼ teaspoon salt – Balances the sweetness and enhances flavor.
- 4 tablespoons butter (unsalted, softened) – This is used for creaming with sugar, adding richness.
- ¾ cup granulated sugar – Sweetens the cake and helps it caramelize.
- 1 large egg – Binds the ingredients and adds moisture.
- 1 teaspoon vanilla extract – Infuses a warm, sweet aroma.
- ¼ cup sour cream – Contributes to the cake’s moisture and tanginess.
- ¼ cup pineapple juice (reserved from can, substitute with 1/4 cup of milk) – Adds extra flavor and moisture.
How to Assemble Pineapple Upside Down Cake

Assembling a Pineapple Upside Down Cake is a fun and rewarding process. The transformation starts in the oven, where simple ingredients meld into something spectacular. Here’s how you can create your very own masterpiece!
- Preheat your oven to 350℉. Grease a 9-inch cake pan or pie plate well with butter to ensure the cake comes out easily.
- In a small bowl, combine ¼ cup melted butter with ½ cup brown sugar using a fork. You want to mix until well combined. This mixture will form a sweet, gooey base in your cake pan.
- Spread the butter-sugar mixture evenly over the bottom of the prepared cake pan. It should cover the base nicely.
- Now, arrange 7 pineapple rings in a single layer over the sugar mixture. If you have extra pineapple rings, feel free to cut them and arrange around the edges. Nestle 10 maraschino cherries inside the pineapple rings and anywhere else for an extra burst of color.
- In a medium-sized bowl, combine 1 ½ cups all-purpose flour, 1 teaspoon baking powder, ½ teaspoon baking soda, and ¼ teaspoon salt. Mix it together gently with a whisk.
- In a large bowl, use your KitchenAid Hand Mixer to cream together 4 tablespoons softened butter and ¾ cup granulated sugar until it becomes light and fluffy. This should take about 2 to 3 minutes.
- Add 1 large egg, 1 teaspoon vanilla extract, ¼ cup sour cream, and ¼ cup reserved pineapple juice to the creamed mixture. Beat until everything is well incorporated.
- Gradually add the flour mixture to the wet ingredients. Mix until just combined—do not overmix to keep it light and fluffy.
- Spoon the batter over the pineapple rings, ensuring it covers them evenly. Gently spread to create a smooth layer.
- Transfer the cake pan to the preheated oven and bake for 35 to 45 minutes. You’ll know it’s done when a toothpick inserted in the center comes out mostly clean. It should be golden brown.
- Remove the cake pan from the oven and let it cool for 5 minutes. This allows it to set slightly before flipping.
- To flip, place a cake platter over the cake pan. Carefully turn it upside down and wait about 30 seconds. Then lift the cake pan away to reveal your beautiful creation.
- Let the cake cool completely before slicing and serving. The wait will be worth it!
Things Worth Knowing
- Prevent Sticking: Always grease your cake pan generously to avoid any sticking when you flip it over.
- Cool Down: Ensure the cake is completely cooled before flipping to prevent it from breaking apart.
- Pineapple Placement: Use fresh pineapple for a more vibrant flavor, but canned works perfectly in a pinch.
- Storage: Keep any leftovers in the fridge in an airtight container to maintain freshness.
Change It Up

While the classic Pineapple Upside Down Cake is a must-try, here are some ways to change it up and make it your own:
- Flavor Variations: Try adding spices like cinnamon or nutmeg for a warm twist.
- Fruity Additions: Incorporate other fruits such as peaches or cherries for a unique flavor profile.
- Gluten-Free Option: Substitute all-purpose flour with gluten-free flour for a suitable variant.
- Vegan Style: Swap the egg for a flaxseed meal or a commercial egg replacement and use plant-based butter.
- Serving Suggestions: Pair with whipped cream or vanilla ice cream for an indulgent dessert.
- Creative Toppings: Drizzle with caramel sauce or a sprinkle of toasted coconut for added texture.
What to Serve Alongside Pineapple Upside Down Cake
When it comes to enjoying your Pineapple Upside Down Cake, pairing it with the right accompaniments can elevate the experience even further. Here are some ideas:
- Fresh Berries: A side of fresh strawberries or blueberries can add a refreshing contrast.
- Ice Cream: Vanilla or coconut ice cream complements the tropical flavors perfectly.
- Whipped Cream: For a lighter touch, a dollop of whipped cream adds creaminess without overwhelming.
- Tea or Coffee: Enjoy a slice with a hot cup of tea or coffee for a cozy dessert experience.
- Fruit Salad: Serve alongside a fresh fruit salad for a balanced dessert option.
- Cheese Board: Consider a cheese platter with mild cheeses for a savory contrast.
- Seasonal Themes: It’s perfect for summer picnics or spring gatherings with friends and family.
FAQ
Conclusion
The Pineapple Upside Down Cake is a delightful blend of flavors and textures that truly shines at any gathering. Its beautiful presentation and nostalgic taste make it a treasured recipe that’s easy to create. I encourage you to give this cake a try, not just for its taste but for the joy it brings to the table. You’ll be left with sweet memories and perhaps a new family favorite!

Pineapple Upside Down Cake
Equipment
- KitchenAid Hand Mixer
- 9-inch pie plate
Ingredients
- ¼ cup butter unsalted, melted
- ½ cup brown sugar packed
- 20 ounce pineapple rings 1 can
- 10 maraschino cherries
- 1 ½ cup all-purpose flour
- 1 teaspoon baking powder
- ½ teaspoon baking soda
- ¼ teaspoon salt
- 4 tablespoon butter unsalted, softened
- ¾ cup granulated sugar
- 1 large egg
- 1 teaspoon vanilla extract
- ¼ cup sour cream
- ¼ cup pineapple juice reserved from can, substitute with 1/4 cup of milk
Instructions
- Preheat your oven to 350℉. Grease a 9-inch cake pan or pie plate well with butter to ensure the cake comes out easily.
- In a small bowl, combine ¼ cup melted butter with ½ cup brown sugar using a fork. You want to mix until well combined. This mixture will form a sweet, gooey base in your cake pan.
- Spread the butter-sugar mixture evenly over the bottom of the prepared cake pan. It should cover the base nicely.
- Now, arrange 7 pineapple rings in a single layer over the sugar mixture. If you have extra pineapple rings, feel free to cut them and arrange around the edges. Nestle 10 maraschino cherries inside the pineapple rings and anywhere else for an extra burst of color.
- In a medium-sized bowl, combine 1 ½ cups all-purpose flour, 1 teaspoon baking powder, ½ teaspoon baking soda, and ¼ teaspoon salt. Mix it together gently with a whisk.
- In a large bowl, use your KitchenAid Hand Mixer to cream together 4 tablespoons softened butter and ¾ cup granulated sugar until it becomes light and fluffy. This should take about 2 to 3 minutes.
- Add 1 large egg, 1 teaspoon vanilla extract, ¼ cup sour cream, and ¼ cup reserved pineapple juice to the creamed mixture. Beat until everything is well incorporated.
- Gradually add the flour mixture to the wet ingredients. Mix until just combined—do not overmix to keep it light and fluffy.
- Spoon the batter over the pineapple rings, ensuring it covers them evenly. Gently spread to create a smooth layer.
- Transfer the cake pan to the preheated oven and bake for 35 to 45 minutes. You’ll know it’s done when a toothpick inserted in the center comes out mostly clean. It should be golden brown.
- Remove the cake pan from the oven and let it cool for 5 minutes. This allows it to set slightly before flipping.
- To flip, place a cake platter over the cake pan. Carefully turn it upside down and wait about 30 seconds. Then lift the cake pan away to reveal your beautiful creation.
- Let the cake cool completely before slicing and serving. The wait will be worth it!
Notes
- Cool Down: Ensure the cake is completely cooled before flipping to prevent it from breaking apart.
- Storage: Keep any leftovers in the fridge in an airtight container to maintain freshness.
