Irresistible Gluten-Free Pineapple Upside Down Cake: A Tropical Delight for Everyone
Imagine sunshine, warm breezes, and the sweet scent of pineapple filling your kitchen. This **gluten-free pineapple upside down cake** brings that tropical paradise right to your table. Far from being a mere substitute, this recipe elevates the classic dessert with a perfectly rich, buttery caramelized pineapple topping and a sponge so moist and delicate, it will surprise and delight even your most discerning gluten-loving friends. Prepare to be asked for the recipe – and perhaps a second slice! This incredible dessert proves that gluten-free baking can be utterly luxurious and effortlessly delicious.
Creating a truly exceptional gluten-free cake often comes with its challenges, but this pineapple upside down cake recipe has been perfected to ensure a consistently amazing result every time. The beautiful golden-brown pineapple rings, glistening with sweet caramel, form a stunning edible crown, while the tender cake beneath offers a harmonious balance of sweet and tangy flavors. It’s the ideal treat for any occasion, from a casual family dessert to a show-stopping centerpiece at your next gathering.

Why You’ll Love This Gluten-Free Pineapple Upside Down Cake
- Unforgettable Texture: Forget dry, crumbly gluten-free cakes! This **moist gluten-free pineapple upside down cake** boasts an incredibly soft and tender sponge, a feat often challenging to achieve in gluten-free baking. The generous, rich brown sugar and buttery pineapple layer not only provides an irresistible caramelized topping but also infuses the cake with additional moisture, sweetness, and a delightful tropical flavor that makes every bite heavenly.
- Dynamic Flavor Profile: Indulge in the harmonious blend of flavors that define a classic pineapple upside down cake, perfected for the gluten-free palate. You’ll experience the luscious sweetness of caramel, the creamy richness of butter, and the vibrant, tangy brightness of fresh pineapple. This combination creates a truly dynamic taste that’s both comforting and exciting, making it a standout dessert.
- Thoughtfully Allergy-Friendly: This recipe is designed with everyone in mind. Naturally **gluten-free**, it seamlessly caters to those with sensitivities or preferences. But the versatility doesn’t stop there – it’s also incredibly simple to adapt into a **dairy-free pineapple upside down cake** with just a few straightforward substitutions, ensuring that more people can enjoy this delightful treat without compromise.
- Surprisingly Easy to Make: Don’t let the elegant appearance fool you; creating this stunning cake is much simpler than it looks. While the recipe involves a few distinct steps – crafting the caramelized topping, preparing the cake batter, and assembling – each process is uncomplicated and clearly outlined. We provide comprehensive, step-by-step instructions and crucial baking tips to ensure your **gluten-free pineapple cake** comes out perfectly intact and beautiful every single time, preventing any common mishaps.
Essential Ingredients for Your Gluten-Free Pineapple Upside Down Cake
Understanding the role of each ingredient is key to perfecting this delicious **gluten-free pineapple upside down cake**. Here are some detailed notes to guide you:
Pineapple: For the best flavor and texture, we recommend using a fresh, ripe small pineapple. When slicing, aim for consistent ½-inch thick rings to ensure even cooking and a beautiful presentation. Crucially, as you prepare your pineapple, remember to reserve approximately 2 tablespoons of the natural pineapple juice that collects on your cutting board. This juice is vital for creating the rich, caramelized topping, adding an extra layer of authentic pineapple flavor. If you find you don’t have enough juice, simply press an extra slice of pineapple with a citrus press to extract more.
Butter: High-quality unsalted butter is fundamental to the rich, buttery flavor and tender texture of both the cake and the caramelized topping. For those looking to make a **dairy-free pineapple upside down cake**, solid vegan butter sticks (such as Miyoko’s Kitchen or Earth Balance baking sticks) are an excellent 1:1 substitute. Ensure it’s softened to room temperature for the cake batter, just as you would with dairy butter, to achieve the perfect consistency.
Gluten-Free Flour: The success of any **gluten-free cake recipe** heavily relies on the right flour blend. We strongly recommend choosing a high-quality **1-to-1 gluten-free baking flour blend that explicitly contains xanthan gum**. Brands like Bob’s Red Mill’s 1-to-1 Gluten-Free Baking Flour are ideal. Xanthan gum acts as a crucial binder, mimicking the elasticity and structure that gluten provides in traditional flours, preventing your cake from becoming crumbly or dense. Using a blend without xanthan gum may require you to add it separately according to package instructions.
Cornstarch: A small but mighty addition! Incorporating a little cornstarch into your gluten-free cake batter is a fantastic trick for enhancing its tenderness and achieving a truly light and fluffy crumb. It helps to soften the texture of the gluten-free flour, ensuring a delicate mouthfeel.
Sour Cream: This ingredient is a secret weapon for creating an exceptionally soft, moist, and rich cake crumb. The fat and acidity in sour cream work wonders on the texture. If you’re preparing a **dairy-free pineapple upside down cake**, an equal amount of full-fat mayonnaise is a surprising but effective substitute! Its fat content and emulsifying properties contribute similar moisture and richness without any dairy.
Milk: For the ultimate richness, whole milk is recommended. However, this recipe is highly adaptable, and you can easily use your favorite plain non-dairy milk (such as oat milk, almond milk, or soy milk) to maintain a moist and tender crumb for a dairy-free version. Just ensure it’s plain and unsweetened to avoid altering the cake’s flavor profile.
Spices: The subtle warmth of ground cinnamon perfectly complements the sweet and tangy pineapple. We also adore a delicate hint of ground cardamom, which adds an exotic, aromatic depth. If cardamom isn’t to your taste or you don’t have it on hand, feel free to omit it. Alternatively, a tiny pinch of ground nutmeg could also enhance the warm spice notes beautifully.

Pro Tips for a Perfect Gluten-Free Pineapple Upside Down Cake
Achieving a flawless **gluten-free pineapple upside down cake** is easier with these expert tips:
Thoroughly Mix the Batter: Contrary to traditional wheat flour baking, where overmixing can lead to tough cakes, **gluten-free cake batters actually benefit from thorough mixing**. Since gluten-free flours lack gluten, there’s no risk of developing an overly elastic structure. Instead, giving your **gluten-free pineapple upside down cake batter** a few extra good stirs helps the various flours and starches fully hydrate and allows the xanthan gum to properly activate, contributing to a more cohesive, tender, and less crumbly final texture. Don’t be afraid to mix until it’s smooth!
Allow the Batter to Rest: This step is often overlooked but is absolutely critical for gluten-free baking. Once your batter is mixed, cover the bowl and let it rest at room temperature for at least 30 minutes. This resting period allows the gluten-free flour blend to fully hydrate and absorb the liquids, preventing a gritty texture and promoting that wonderfully moist and delicate crumb we’re aiming for. It also gives the leavening agents a chance to start working their magic.
Exercise Caution When Pouring the Batter: The caramelized pineapple topping is the star of this cake, and you want it to remain perfectly arranged at the bottom of your pan. When pouring the cake batter over the pineapples, do so very gently and slowly. Start pouring from the center and gradually move outwards, allowing the batter to spread evenly without disturbing the pineapple rings. This delicate approach prevents the beautiful pattern from shifting and ensures your cake looks as good as it tastes.
Cool Briefly Before Inverting: Patience is a virtue, especially when it comes to releasing your cake from the pan. Allow the cake to cool in the pan for about 20-30 minutes after it comes out of the oven. This brief cooling period allows the caramelized pineapple topping to firm up slightly and the cake structure to set. As the cake cools, it naturally shrinks away from the sides of the pan, making it much easier to invert cleanly onto your serving plate without sticking or falling apart. Rushing this step can lead to a messy presentation, so resist the urge to flip immediately!
Proper Pan Preparation: Before you even think about the pineapple layer, ensure your 9-inch round pan is meticulously prepared. Generously grease the entire interior of the pan, including the sides, with butter or a non-stick cooking spray. For extra assurance, you can also line the bottom with a circle of parchment paper after greasing, then grease the parchment paper as well. This creates a foolproof non-stick surface, especially important for the sticky caramelized pineapple layer.
Avoid Overbaking: While we want the cake to be fully cooked, overbaking is the enemy of moisture, particularly in gluten-free cakes. Start checking for doneness at the lower end of the recommended baking time. Insert a toothpick into the center of the cake; if it comes out clean or with just a few moist crumbs attached, your cake is ready. A dry toothpick means it’s overdone.

Storing Your Gluten-Free Pineapple Upside Down Cake
Proper storage is essential to keep your delicious **gluten-free pineapple upside down cake** fresh and flavorful for as long as possible:
Refrigeration: Due to the fresh pineapple and its moist topping, this cake is best stored in the refrigerator. Once completely cooled, transfer any leftover **gluten-free pineapple cake** into an airtight container or cover it securely with a cake dome or plastic wrap. It will remain fresh and delightful in the refrigerator for 3-4 days. The airtight seal prevents the cake from drying out and absorbing other refrigerator odors.
Freezing for Longer Freshness: If you wish to enjoy your cake for an extended period, it freezes beautifully. The baked **gluten-free pineapple upside down cake** can be frozen in a freezer-safe container or tightly wrapped for up to 3 months. For convenience, you can freeze the cake whole by wrapping it securely in multiple layers of plastic wrap, then aluminum foil. Alternatively, wrap individual slices in plastic wrap before placing them in a larger freezer-safe container or freezer bag. This allows you to thaw only what you need, reducing waste and ensuring a fresh treat whenever a craving strikes.
Defrosting Instructions: To enjoy frozen individual slices of **pineapple cake**, simply allow them to defrost at room temperature for approximately 1 hour. For a whole frozen cake, it’s best to thaw it covered in the refrigerator for 3-4 hours, or overnight, until it is entirely defrosted. Avoid microwaving, as this can alter the texture of both the cake and the pineapple topping. Once defrosted, it will be as moist and delicious as the day it was baked!

Gluten-Free Pineapple Upside Down Cake Recipe
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Ingredients
Pineapple Layer
- ¼ cup butter
- ¾ cup light brown sugar
- 1 small pineapple
- pinch of salt
Cake
- 1⅓ cups gluten-free 1-to-1 flour
- ⅓ cup cornstarch
- ½ teaspoon fine salt
- ½ teaspoon baking soda
- 2 teaspoons baking powder
- ½ teaspoons ground cinnamon
- ⅛ teaspoon ground cardamom
- ¾ cup granulated sugar
- ½ cup butter softened to room temperature
- 2 large eggs
- 2 teaspoons vanilla extract
- ⅓ cup sour cream
- ⅔ cup whole milk
Instructions
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Peel, core, and slice the pineapple into ½-inch thick rings. You’ll need 6-7 slices. Reserve two tablespoons of the pineapple juice from the cutting board or, using a citrus press, squeeze juice from an extra slice.
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Add the butter, light brown sugar, salt, and pineapple juice to a skillet. Cook it over medium heat while stirring occasionally, or until it thickens slightly.
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Add the pineapple slices to the brown sugar mixture and cook for 10 minutes, flipping the pineapple halfway through. Take the skillet off the heat.

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In a bowl, whisk together the gluten-free flour, cornstarch, salt, baking soda, baking powder, cinnamon, cardamom, and granulated sugar until combined.

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Add the softened butter to the dry ingredients and, using your fingers or a pastry cutter, work the butter into the flour mixture until the mixture resembles coarse sand.

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In a separate bowl, whisk the eggs, sour cream, and vanilla together until combined. Add the wet mixture to the dry ingredient mixture and whisk to combine.

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While continuing to mix the batter, slowly pour in the milk until smooth and pourable. Cover the mixing bowl and let the batter rest for 30 minutes.

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While the batter rests, preheat the oven to 350°F (177°C) and grease the sides of a 9-inch round pan.
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Arrange the pineapple slices in the bottom of the pan. Pour all of the syrup on top.

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Carefully pour the cake batter over the pineapple, making sure not to move around the pineapple as you do. Smooth out the surface and bake the cake for 40-43 minutes, or until a toothpick inserted into the center comes out clean. Let the cake cool for about 30 minutes before flipping it over onto a plate.

Notes
- Refrigeration: Leftover pineapple cake keeps covered in an airtight container in the refrigerator for 3-4 days.
- Freezing: The baked cake can also be frozen in a freezer-safe container for up to 3 months. Freeze the cake whole or wrap up individual slices in plastic wrap before placing them in the freezer-safe container. Defrost individual pieces of pineapple cake at room temperature for 1 hour; thaw the full cake covered in the refrigerator for 3-4 hours, or until entirely defrosted.
Dairy-Free: To make a **dairy-free pineapple upside down cake**, substitute mayonnaise for sour cream, use vegan butter for unsalted butter, and opt for your favorite plain non-dairy plant milk (like oat milk or almond milk) instead of dairy milk. These swaps ensure a delicious, moist cake without any dairy ingredients.
Nutrition
Frequently Asked Questions About Gluten-Free Pineapple Upside Down Cake
Absolutely! Fresh pineapple is inherently gluten-free, containing no wheat, barley, rye, or other gluten-containing ingredients. It’s a wonderful, naturally sweet addition to any gluten-free diet. However, for those with severe gluten sensitivities or celiac disease, it’s always wise to be mindful of cross-contamination if preparing pineapple on surfaces or with utensils that have also handled gluten-containing foods. Similarly, while most brands of canned pineapple are gluten-free, always double-check the ingredient label to confirm, as sometimes unexpected additives or processing can introduce gluten.
It can be disheartening when your beautiful **pineapple upside down cake** doesn’t hold its shape. Common culprits include: 1) **Insufficiently greased pan:** The sticky caramelized topping needs a well-lubricated surface to release cleanly. 2) **Inverting too quickly or too slowly:** Flipping the cake too soon means the topping hasn’t set, while waiting too long can cause it to stick stubbornly. 3) **Overmixing traditional batters:** While not an issue for this specific gluten-free recipe, it’s a common mistake in general baking. 4) **Banging the pan:** Aggressively trying to release the cake can break its structure.
For this **gluten-free pineapple upside down cake**, ensure your pan is thoroughly greased, and allow the cake to cool in the pan for 20-30 minutes before gently inverting it. This cooling period is crucial for the caramel to firm up and the cake to slightly pull away from the sides. For gluten-free batters, remember that a bit of extra mixing is beneficial, aiding in structure development without the risk of toughness, and the 30-minute batter rest helps prevent falling apart by properly hydrating the flour.
Yes, it is highly recommended to refrigerate **pineapple upside down cake** after it has completely cooled. The fresh pineapple topping, combined with the moist nature of the cake and caramelized butter, creates an environment where spoilage can occur more quickly at room temperature. To maintain its freshness, flavor, and food safety, ensure the cake is entirely cool, then cover it with a cake dome or tightly wrap it in plastic wrap. Store it in the refrigerator for up to 3-4 days. This keeps the pineapple fresh and prevents the cake from becoming soggy.
Preventing a gummy texture is a common concern with gluten-free baking, but it’s easily avoidable with the right techniques. The key strategies for this **gluten-free pineapple upside down cake** are: 1) **Use a quality gluten-free flour blend with xanthan gum:** Xanthan gum provides the necessary structure and elasticity that gluten offers, preventing a dense, gummy texture. 2) **Allow the batter to rest:** A crucial 30-minute rest period hydrates the starches in the gluten-free flour, resulting in a more tender and delicate crumb. 3) **Thorough mixing:** Unlike traditional cakes, thorough mixing of gluten-free batter helps activate the xanthan gum and ensures all ingredients are well combined, contributing to a lighter, less gummy texture. By following these steps, you’ll achieve a beautifully moist and tender cake every time.

More Delicious Gluten-Free Desserts to Explore
Craving more amazing gluten-free treats? We’ve got you covered! Explore these other delightful **gluten-free cake recipes** and desserts that are perfect for any occasion:
Want more cake? Try my gluten-free coffee cake–it’s the perfect companion for your morning coffee or any brunch gathering, featuring a wonderfully tender crumb and a sweet streusel topping!
My gluten-free lemon poppy seed cake, bursting with bright citrus flavor and delicate poppy seeds, and my classic gluten-free pound cake, known for its rich, buttery density, are both perfect if you want cake but don’t feel like dealing with frosting. They’re delicious on their own or with a simple dusting of powdered sugar.
If you love chocolate cake, you absolutely must try my gluten-free chocolate cake recipe or my decadent gluten-free German chocolate cake. They’re incredibly moist, intensely rich, and always get rave reviews from everyone who tries them!
For something super easy and wonderfully fruity, whip up this gluten-free rhubarb crisp in the spring and early summer, featuring tart rhubarb beneath a sweet, crunchy topping. In the fall, switch to this comforting gluten-free apple crisp. And if it’s blueberry season, you can’t go wrong with these fluffy and flavorful gluten-free blueberry muffins, perfect for breakfast or a snack!






