Moist Pineapple Upside-Down Cake That’s Simply Irresistible

The moment I pop this Classic Pineapple Upside-Down Cake into the oven, my kitchen transforms into a nostalgic haven where warmth and sweetness mingle in the air. The sizzle of the butter and brown sugar bubbling together creates a melody that dances on my senses, promising a delightful treat. You see, this isn’t just any dessert; it’s a vibrant celebration of flavors, bringing together the tropical goodness of juicy pineapple and the playful tartness of cherries in a buttery, moist cake that simply melts in your mouth.

Perfect for summer gatherings or family celebrations, this retro recipe comes together effortlessly, allowing you to serve a crowd-pleaser without the fuss. In just under two hours, your table can showcase a stunning cake that not only pleases the palate but also evokes sweet memories, making it a true classic for any occasion. So, let’s dive in and create a dessert that’s as much about joy as it is about flavor!

Why is Pineapple Upside-Down Cake so beloved?

Nostalgic Comfort: The classic combination of buttery cake with caramelized pineapple and cherries evokes fond memories and family gatherings.
Quick and Easy: With just a bit of mixing and baking, you’ll create an incredible dessert in under two hours!
Versatile Delight: Whether served warm with ice cream or cold as a refreshing treat, it’s a crowd-pleaser anytime.
Gorgeous Presentation: The beautiful fruit topping makes it a stunning centerpiece for any occasion.
Adaptable Recipe: Feel free to get creative with variations; try adding nuts or changing the fruit to suit your taste!
For even more delicious ideas, check out our variation ideas.

Pineapple Upside-Down Cake Ingredients

For the Topping
Melted Butter – Provides richness and moisture; ensure it’s well-melted for a smooth topping mixture.
Packed Brown Sugar – Adds sweetness and caramel depth; light or dark brown sugar can be used based on flavor preference.
(20-oz.) Can Pineapple Rings in Juice – Main topping ingredient; offers tropical flavor—reserve juice for the cake batter.
Stemless Maraschino Cherries – Decorative and sweet topping; substitute with tart frozen cherries for less sweetness.

For the Cake
All-Purpose Flour – Provides structure to the cake; can be replaced with gluten-free flour for dietary needs.
Baking Powder – Acts as a leavening agent to help the cake rise.
Kosher Salt – Enhances flavors for a balanced sweetness.
Softened Butter – Key for the cake’s tenderness; remember to soften, not melt it.
Granulated Sugar – Adds sweetness and helps develop the cake’s structure.
Large Egg – Binds ingredients together and contributes to texture.
Pure Vanilla Extract – Enhances the cake’s flavor profile with rich depth.
Sour Cream – Ensures moistness and adds a velvety richness.
Pineapple Juice – Boosts pineapple flavor in the cake batter; use the juice from your canned pineapple.

How to Make Pineapple Upside-Down Cake

  1. Prepare the Topping: In a mixing bowl, combine melted butter and packed brown sugar until well blended. Pour this delightful mixture into a greased cake pan, ensuring an even layer.

  2. Arrange Pineapple and Cherries: Carefully place pineapple rings atop the brown sugar mixture, filling any gaps with juicy maraschino cherries for added flair.

  3. Make the Cake Batter: In a separate bowl, whisk together all-purpose flour, baking powder, and kosher salt. In another bowl, cream the softened butter with granulated and brown sugar until fluffy. Add the egg, vanilla extract, and sour cream, mixing well. Gradually stir in the flour mixture and reserved pineapple juice until the batter is smooth.

  4. Combine and Bake: Pour the batter gently over the pineapple-topping layer, spreading it evenly. Bake the cake in a preheated oven at 350°F for about 50 minutes, or until it’s golden brown and a toothpick inserted comes out clean.

  5. Flip the Cake: Allow the cake to rest for 5 minutes after baking. Then, carefully invert it onto a serving platter for a spectacular reveal of your fruity topping. Let it cool slightly for neat slices.

  6. Serve and Enjoy!: Slice the cake and serve it warm, or let it cool completely before enjoying this tropical treat to the fullest.

Optional: Drizzle with a little extra pineapple juice for added moisture and sweetness.

Exact quantities are listed in the recipe card below.

Pineapple Upside-Down Cake

Make Ahead Options

These Pineapple Upside-Down Cakes are perfect for busy home cooks looking to save time without sacrificing flavor! You can prepare the topping (melted butter and brown sugar mix) and arrange the pineapple and cherries up to 24 hours in advance by storing them covered in the refrigerator. This not only allows for an easy finish later but also ensures the toppings are deliciously caramelized when baked. When you’re ready to bake, simply make the cake batter as directed, pour it over the prepped topping, and bake. Your cake will come out just as fabulous and maintain that delightful moistness, making it a stress-free addition to any gathering!

How to Store and Freeze Pineapple Upside-Down Cake

Room Temperature: Store leftover cake in an airtight container for up to 2 days to maintain its freshness. Avoid direct sunlight to prevent drying out.

Fridge: Keep the cake in the refrigerator for up to 3-4 days. Wrap slices tightly in plastic wrap or foil to preserve moisture and flavor.

Freezer: For longer storage, tightly wrap the cake in plastic wrap or aluminum foil, then place it in a freezer-safe container. It can be frozen for up to 3 months.

Reheating: To enjoy frozen slices, thaw them in the refrigerator overnight, then reheat in the microwave for 15-20 seconds or warm in an oven at 350°F for 10-15 minutes.

Pineapple Upside-Down Cake Variations

Feel free to personalize this beloved dessert with these delightful twists that will excite your taste buds!

  • Gluten-Free: Substitute all-purpose flour with a gluten-free blend for those with dietary restrictions. Everybody deserves a slice of happiness!
  • Tropical Twist: Add sliced bananas or diced mango alongside the pineapple for a mixed-fruit topping that enhances the tropical flair of the cake.
  • Nutty Crunch: Incorporate chopped pecans or walnuts into the batter or sprinkle on top before baking to add rich flavor and texture.
  • Spiced Delight: Add a teaspoon of cinnamon or nutmeg to the batter for a warm, cozy spice that elevates the cake to new levels of comfort.
  • Vegan Version: Replace eggs with flaxseed meal and use plant-based butter and yogurt, making the cake enjoyable for everyone.
  • Rich Cream Cheese: Instead of sour cream, use cream cheese for a richer, tangy flavor that beautifully balances the sweetness of the cake.
  • Chocolate Drizzle: Drizzle melted dark chocolate over the finished cake for an indulgent twist that will take your taste buds on a delicious adventure.
  • Berry Blast: Swap maraschino cherries for fresh raspberries or blueberries to introduce a burst of juicy tartness that complements the cake perfectly.

With these variations, you can celebrate creativity in the kitchen while still indulging in the classic flavors of this iconic cake!

What to Serve with Pineapple Upside-Down Cake?

Transform your delightful dessert into a memorable meal experience with the perfect pairings.

  • Vanilla Ice Cream: A classic companion that adds creamy richness and balances the cake’s sweetness.
  • Whipped Cream: Light and airy, it complements the moist cake beautifully, enhancing its tropical flavor.
  • Coconut Flakes: Sprinkle toasted coconut on top for an extra layer of tropical texture and flavor contrast.
  • Fruit Salad: A refreshing medley of seasonal fruits adds a crisp, juicy element that brightens up each bite.
  • Mint Tea: The herbal notes create a calming refreshment, harmonizing with the sweet and caramelized notes of the cake.
  • Pineapple Mojito: This cocktail captures the tropical spirit, making it an exciting accompaniment for a summer gathering.

Creating a well-rounded meal with these pairings will elevate your Pineapple Upside-Down Cake and make for a memorable dining experience. Each addition offers a unique texture or flavor profile, ensuring your dessert shines even brighter on the table!

Expert Tips for Pineapple Upside-Down Cake

  • Pan Prep: Ensure you grease the cake pan thoroughly to prevent any sticking. A well-prepared pan is key for a beautiful flip!
  • Careful Inversion: Flip the cake while it’s still warm to minimize breakage and maintain the gorgeous topping. Support it gently with a large plate.
  • Batter Consistency: Mix butter and sugars until fully incorporated; this creates a tender crumb for your Pineapple Upside-Down Cake.
  • Baking Time: Keep a close eye on the oven; over-baking can dry out the cake. Check for doneness with a toothpick as it approaches the 50-minute mark.
  • Juice Matters: Don’t forget to reserve pineapple juice for the cake batter to enhance its tropical flavor and moisture.

Pineapple Upside-Down Cake

Pineapple Upside-Down Cake Recipe FAQs

What is the best way to select ripe pineapples?
Absolutely! When selecting fresh pineapples, look for those that are firm, slightly soft when pressed, and have a sweet fragrance. The leaves should be green and healthy; if they’re brown or wilted, the pineapple may be overripe. If you’re using canned pineapple, ensure the can is intact and check the expiration date for optimal freshness.

How should I store leftover Pineapple Upside-Down Cake?
Very easy! Store leftover cake in an airtight container at room temperature for up to 2 days to keep it moist. If you prefer, you can refrigerate it for up to 3-4 days. Just be sure to wrap the slices tightly with plastic wrap to prevent them from drying out.

Can I freeze Pineapple Upside-Down Cake?
Yes, indeed! To freeze your cake, let it cool completely. Wrap individual slices tightly in plastic wrap or aluminum foil, then place them in a freezer-safe container. This will keep the cake fresh for up to 3 months. When ready to enjoy, thaw overnight in the refrigerator, then reheat in the microwave for 15-20 seconds for that warm, fresh-baked taste.

What should I do if my cake sticks to the pan?
Oh no! If the cake sticks to the pan, it might be due to insufficient greasing. For a smooth release, ensure that you grease and flour your cake pan generously before pouring in the topping. If it still sticks, run a butter knife around the edges of the pan to gently loosen it, and try flipping it again. Most importantly, always allow the cake to cool for the recommended time before flipping!

Is Pineapple Upside-Down Cake safe for those with food allergies?
Definitely! However, it’s essential to consider potential allergens. This classic recipe contains common ingredients like eggs and dairy, so be cautious if you or your guests have allergies to these. For those avoiding gluten, simply substitute all-purpose flour with a suitable gluten-free alternative. Always check labels for products like maraschino cherries, as they may contain additives.

Can I add other fruits or flavors to the cake?
The more the merrier! Feel free to get creative with variations. Substituting maraschino cherries for tart cherries can offer a delightful contrast. Additionally, consider adding nuts for crunch or spices like cinnamon for warmth. Mixing in some coconut or using fresh mango rings could elevate this classic treat into a delicious tropical delight!

Pineapple Upside-Down Cake

Moist Pineapple Upside-Down Cake That's Simply Irresistible

This Pineapple Upside-Down Cake is a delightful tropical treat with caramelized pineapple, cherries, and a moist buttery cake.
Prep Time 15 minutes
Cook Time 50 minutes
Cooling Time 5 minutes
Total Time 1 hour 10 minutes
Servings: 8 slices
Course: Dessert
Cuisine: American
Calories: 320

Ingredients
  

For the Topping
  • 1/4 cup Melted Butter well-melted for a smooth topping
  • 1 cup Packed Brown Sugar light or dark based on flavor preference
  • 1 can (20 oz) Pineapple Rings in Juice reserve juice for cake batter
  • 1/2 cup Stemless Maraschino Cherries substitute with tart frozen cherries if desired
For the Cake
  • 1 cup All-Purpose Flour can be replaced with gluten-free flour
  • 2 teaspoons Baking Powder
  • 1/4 teaspoon Kosher Salt
  • 1/2 cup Softened Butter remember to soften, not melt
  • 1 cup Granulated Sugar
  • 1 large Egg
  • 1 teaspoon Pure Vanilla Extract
  • 1/2 cup Sour Cream
  • 1/2 cup Pineapple Juice use the juice from your canned pineapple

Equipment

  • Mixing bowl
  • Cake pan
  • Whisk
  • Spatula
  • Oven

Method
 

Cake Preparation
  1. In a mixing bowl, combine melted butter and packed brown sugar until well blended. Pour this delightful mixture into a greased cake pan, ensuring an even layer.
  2. Carefully place pineapple rings atop the brown sugar mixture, filling any gaps with juicy maraschino cherries for added flair.
  3. In a separate bowl, whisk together all-purpose flour, baking powder, and kosher salt. In another bowl, cream the softened butter with granulated and brown sugar until fluffy. Add the egg, vanilla extract, and sour cream, mixing well. Gradually stir in the flour mixture and reserved pineapple juice until the batter is smooth.
  4. Pour the batter gently over the pineapple-topping layer, spreading it evenly. Bake the cake in a preheated oven at 350°F for about 50 minutes, or until it’s golden brown and a toothpick inserted comes out clean.
  5. Allow the cake to rest for 5 minutes after baking. Then, carefully invert it onto a serving platter for a spectacular reveal of your fruity topping. Let it cool slightly for neat slices.
  6. Slice the cake and serve it warm, or let it cool completely before enjoying this tropical treat to the fullest. Optional: Drizzle with a little extra pineapple juice for added moisture and sweetness.

Notes

Ensure proper greasing of the cake pan and remember to reserve some pineapple juice for the cake batter to enhance its flavor.

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