In the cozy warmth of my kitchen, a delightful aroma wafted through the air as I flipped open my cast iron skillet, revealing a golden treasure—my Caramelized Pineapple Upside Down Cake. Not only is this classic dessert a visual feast with its luscious caramelized topping, but it’s also a breeze to whip up, making it perfect for those of us who crave home-cooked goodness but might be short on time. Plus, the one-pan simplicity means less cleanup—score! Impress your friends and family with this showstopper cake that radiates comfort and brings back cherished memories of family gatherings. Are you ready to create your own slice of nostalgia?
Why Choose This Cake Recipe?
Unforgettable Flavors: The harmonious blend of caramelized pineapple and fluffy cake creates an indulgent treat that will impress everyone at your table.
Cast Iron Magic: Baking in a cast iron skillet not only enhances flavor through perfect caramelization but also saves you from extra dishes.
Quick & Easy: With just a few simple steps, you can whip up this stunning dessert—perfect for busy weeknights or last-minute gatherings.
Versatile Ingredients: Feel free to experiment! Swap canned pineapple for fresh, or try out seasonal fruits like peaches for a delightful twist on the classic.
Crowd-Pleaser: Whether it’s a family dinner or a festive gathering, this showstopper will have everyone asking for seconds. Pair it with a scoop of ice cream for an extra special touch!
Caramelized Pineapple Upside Down Cake Ingredients
• Unlock the secrets to baking this delicious classic!
For the Topping
- Butter (4 tablespoons) – Provides richness for the caramel topping; use unsalted for balanced flavor.
- Pineapple Slices (1 can, 18 to 20 oz) – Adds sweetness and structure; canned is preferred for consistent results.
- Golden Barrel Dark Brown Sugar (1/2 cup) – Aids in caramelization with its deep flavor; light brown sugar can substitute if desired.
- Maraschino Cherries (optional) – A nostalgic touch for visual appeal; you can leave them out for a more natural look.
For the Cake Batter
- Cold Butter (4 tablespoons) – Ensures a light and fluffy texture; keep it cold before mixing.
- Golden Barrel Light Brown Sugar (1 cup) – Sweetens the cake and maintains moisture; granulated sugar works as a substitute for a lighter flavor.
- Eggs (2) – Essential for structure; room temperature eggs blend better into the batter.
- Buttermilk (1 cup) – Adds moisture and a touch of tang; if you don’t have it, mix milk with a splash of vinegar as a substitute.
- Vanilla Extract (1 teaspoon) – Enhances the cake’s deliciousness; opt for pure vanilla for the best flavor.
- All-Purpose Flour (1 1/2 cups) – Forms the cake’s structure; you can use gluten-free flour with certain adjustments.
- Baking Powder (1 1/2 teaspoons) – A crucial leavening agent; ensures the cake rises beautifully.
- Salt (1/2 teaspoon) – Balances the sweetness; a pinch is vital for flavor enhancement.
Feel inspired to create your own Caramelized Pineapple Upside Down Cake in a Cast Iron Skillet with these ingredients and tips!
Step‑by‑Step Instructions for Caramelized Pineapple Upside Down Cake In Cast Iron Skillet
Step 1: Prep Skillet
Begin by preheating your oven to 350°F (175°C). Place an 8-inch cast iron skillet over medium-high heat to allow it to warm up. This is crucial for achieving that perfect caramelization for your Caramelized Pineapple Upside Down Cake. You’ll feel a radiant warmth emanating from the skillet, which sets the stage for the next delectable steps.
Step 2: Make Topping
Once the skillet is hot, melt 4 tablespoons of butter directly in the skillet. After the butter is fully melted, stir in the reserved pineapple juice along with 1/2 cup of brown sugar. Continue stirring the mixture for about 5-7 minutes, until it thickens and bubbles gently. Remove from heat and arrange the pineapple rings attractively in the gooey caramel, placing cherries in their centers if desired.
Step 3: Prepare Batter
In a separate mixing bowl, cream together the remaining cold butter and 1 cup of light brown sugar until the mixture is light and fluffy, about 3 minutes. Then, incorporate the eggs, adding them one at a time, and mix in the vanilla extract. The fluffy texture created here is crucial for your cake, ensuring it will rise beautifully in the oven.
Step 4: Combine Dry Ingredients
In another bowl, whisk together 1 1/2 cups of all-purpose flour, 1 1/2 teaspoons of baking powder, and 1/2 teaspoon of salt. This step is vital to ensure an even distribution of the leavening agent and salt, which helps your Caramelized Pineapple Upside Down Cake achieve a perfect rise and scrumptious taste.
Step 5: Mix
Gradually combine the dry mixture with the wet batter by alternating with 1 cup of buttermilk. Use low-speed on your mixer to blend until the ingredients are just combined; be careful not to overmix, as this can lead to a dense cake. This step creates the tender crumb that makes each bite of your cake melt in your mouth.
Step 6: Pour Batter
Carefully pour the batter over the beautifully arranged pineapple in the skillet. Make sure the batter is evenly distributed so that every slice boasts that delightful caramelized topping. This process transforms your creation into a deliciously comforting Caramelized Pineapple Upside Down Cake that’s just waiting to rise in the oven.
Step 7: Bake
Place the skillet back in the oven and bake for approximately 45 minutes. Keep an eye on the cake; it’s ready when a toothpick inserted into the center comes out clean. The top should be crisp and golden, with the tantalizing aroma of caramelized pineapple filling your kitchen.
Step 8: Cool & Invert
After baking, allow the cake to cool in the skillet for about 10 minutes. This cooling time is crucial—giving it just enough time to set will help you invert the cake smoothly. When ready, place a plate over the skillet and carefully flip it to reveal the gorgeous caramelized pineapple topping, ready to be enjoyed!
How to Store and Freeze Caramelized Pineapple Upside Down Cake
Room Temperature: Keep the cake covered at room temperature for up to 3 days to maintain its freshness and flavor.
Fridge: You can refrigerate the cake for up to a week. Be sure to wrap it tightly in plastic wrap or store it in an airtight container to prevent it from drying out.
Freezer: For longer storage, freeze the cake for up to 3 months. Wrap it in plastic wrap and then aluminum foil to protect it from freezer burn.
Reheating: To enjoy your Caramelized Pineapple Upside Down Cake after freezing, thaw it in the refrigerator overnight or at room temperature. Reheat slices in the microwave for about 20 seconds for a warm treat!
Caramelized Pineapple Upside Down Cake Variations
Feel free to unleash your creativity and tailor this cake to your taste preferences with a few simple substitutions and twists!
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Fresh Pineapple: Replace canned pineapple with fresh, thickly sliced rings for a bright, juicy flavor. Pat them dry well to avoid excess moisture.
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Seasonal Fruit: Swap pineapple for other fruits such as peaches or apples to celebrate the seasons. Each fruit brings its own unique sweetness and texture to the cake.
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Coconut Flakes: Add unsweetened coconut flakes to the batter for a hint of tropical delight. This twist transforms your cake into a mini paradise with every bite.
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Upside-Down Nut Delight: Incorporate nuts such as pecans or walnuts into the caramel topping for a delightful crunch. Just sprinkle them over the pineapple before pouring in the batter.
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Spicy Kick: Add a pinch of cinnamon or nutmeg to the batter for a warm, comforting spice. It enhances the cake’s flavor profile without overpowering the pineapple.
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Flavor Extracts: Experiment with flavored extracts like almond, coconut, or even rum. Each adds a unique twist while keeping the cake’s essence intact; just replace the vanilla extract with your chosen flavor.
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Gluten-Free Option: Substitute all-purpose flour with a gluten-free blend. Ensure to check that your baking powder is gluten-free for the best results.
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Less Sugar: Reduce the sugar in the cake batter by using ripe bananas or applesauce for a healthier, naturally sweet alternative. This will keep the cake moist while cutting down on refined sugar.
As you explore these variations, remember to enjoy the delightful process of baking and the comforting memories it brings—like sharing a slice with loved ones while reminiscing about your favorite family gatherings! And if you fancy more exciting dessert options, don’t forget to check out my Sticky Pineapple Teriyaki Chicken for a savory delight or try my Chocolate Mousse Cake for something sweet and rich!
What to Serve with Caramelized Pineapple Upside Down Cake in Cast Iron Skillet
Indulging in a slice of this luscious cake is truly a treat, but pairing it with complementary sides can elevate your dessert experience even further.
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Creamy Vanilla Ice Cream: The cold, creamy texture perfectly balances the warm, caramelized pineapple, creating a delightful contrast in every bite.
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Whipped Cream: A dollop of freshly whipped cream adds a light, airy touch that enhances the cake’s richness while adding a glossy finish.
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Toasted Coconut Flakes: Sprinkle toasted coconut on top for a tropical twist that harmonizes beautifully with the pineapple’s sweetness.
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Coconut Milk Beverage: A glass of chilled coconut milk offers a refreshing palate cleanser that ties in smoothly with the cake’s tropical flavors.
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Fresh Mint Sprigs: Garnish your cake with mint for a pop of color and a refreshing herbal note that brightens the overall flavor profile.
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Fruit Salad: Serve a side of vibrant fruit salad with berries and citrus that adds a refreshing zing paired with the cake’s sweetness.
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Caramel Drizzle: For extra indulgence, drizzle some warm caramel sauce atop the cake to amplify those sweet, indulgent flavors.
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Mint Lemonade: This crisp and zesty drink is a perfect foil to the sweet cake, awakening the palate and making each bite exciting!
Make Ahead Options
These Caramelized Pineapple Upside Down Cakes in a Cast Iron Skillet are perfect for meal prep enthusiasts! You can prepare the caramelized topping up to 24 hours in advance by making it in the skillet and then refrigerating it covered to retain its flavor and moisture. The cake batter can also be mixed ahead of time; just store it in the fridge for up to 3 days. When you’re ready to bake, pour the batter over the chilled topping, and bake as directed. This method saves time and offers just as delicious results, allowing you to enjoy a classic dessert with minimal effort!
Expert Tips for Caramelized Pineapple Upside Down Cake
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Preheat Perfectly: Ensure your cast iron skillet is well-preheated to achieve optimal caramelization, which enhances the flavor of your Caramelized Pineapple Upside Down Cake.
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Juice Control: Avoid using excessive pineapple juice; too much can make the base soggy. Drain well to maintain a perfect texture.
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Cooling Matters: Don’t rush the cooling phase—letting the cake sit for 10 minutes allows it to set properly, preventing the topping from breaking apart upon inverting.
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Mix with Care: Overmixing your batter can lead to a dense cake. Mix until just combined for a light and fluffy texture in your Caramelized Pineapple Upside Down Cake.
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Flavor Experiments: Feel free to swap fruits or add extracts; almond or coconut can provide delightful twists, making your cake a versatile treat!
Caramelized Pineapple Upside Down Cake in a Cast Iron Skillet Recipe FAQs
How do I choose the right pineapple for this recipe?
Absolutely! When selecting pineapple, canned slices are preferred due to their consistency and ease of use. If opting for fresh pineapple, look for ripe fruit that’s slightly firm but has a sweet scent. The slices should be cut thick (about 1/2 inch) and patted dry to prevent excess moisture from making the cake soggy.
How should I store the cake after baking?
Very good question! Keep your Caramelized Pineapple Upside Down Cake covered at room temperature for up to 3 days. If storing it longer, wrap it tightly in plastic wrap and refrigerate—this will preserve its moisture for up to a week. Just make sure it’s airtight to avoid drying out!
Can I freeze the cake?
Of course! To freeze your Caramelized Pineapple Upside Down Cake, let it cool completely. Then, wrap it well in plastic wrap, followed by aluminum foil. This way, it can stay fresh for up to 3 months. When you’re ready to enjoy it, simply thaw it in the refrigerator overnight or at room temperature, and reheat individual slices in the microwave for about 20 seconds.
What if my cake turns out dense?
Don’t worry; we all face this at times! A dense cake likely means it was overmixed. When combining the wet and dry ingredients, mix just until combined to keep the crumb light and fluffy. Additionally, ensuring your cold butter is adequately creamed with sugar until light and airy is essential to achieving the right texture.
Are there any dietary considerations I should be aware of?
Absolutely! This cake contains common allergens: flour, eggs, and dairy. If you’re making it for someone with dietary restrictions, consider substituting with gluten-free flour and using egg replacers. For a dairy-free option, swap buttermilk with a plant-based milk mixed with vinegar.
What if I don’t have a cast iron skillet?
No problem at all! If you don’t have a cast iron skillet, you can use any oven-safe skillet or a round cake pan. Just remember to follow non-stick instructions for pans without the seasoning benefits of cast iron, as this can affect the caramelization and release of the cake.

Caramelized Pineapple Upside Down Cake in Cast Iron Skillet Delight
Ingredients
Equipment
Method
- Preheat your oven to 350°F (175°C). Warm up an 8-inch cast iron skillet over medium-high heat.
- Melt 4 tablespoons of butter directly in the skillet, then stir in pineapple juice and 1/2 cup brown sugar. Stir until thickened for about 5-7 minutes.
- In a bowl, cream together remaining cold butter and 1 cup of light brown sugar until light and fluffy. Add eggs one at a time, then mix in vanilla extract.
- In another bowl, whisk together 1 1/2 cups flour, 1 1/2 teaspoons baking powder, and 1/2 teaspoon salt.
- Gradually combine the dry mixture with the wet batter, alternating with 1 cup of buttermilk. Mix until just combined.
- Pour the batter over the arranged pineapple in the skillet, ensuring even distribution.
- Bake for approximately 45 minutes, until a toothpick inserted comes out clean.
- Cool in the skillet for about 10 minutes, then invert onto a plate to reveal the caramelized topping.
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