
This pineapple upside-down pancake recipe transforms a beloved dessert into a showstopping breakfast that will make any morning feel special. The fluffy pancakes topped with caramelized pineapple and cherries create that perfect balance of sweet and tangy flavors that everyone loves about the classic cake, but in a format you can justify eating before noon.
I first created these pancakes for my daughter's birthday breakfast when she requested something "fancy but not too fancy." The look on her face when I flipped that first pancake to reveal the glistening caramelized pineapple was priceless. Now they're our go-to special occasion breakfast.
Ingredients
- For the Topping: Unsalted butter provides the rich base for caramelization and prevents burning
- For the Topping: Light brown sugar creates that signature caramel flavor that makes these pancakes special
- For the Topping: Canned pineapple rings offer consistency and convenience look for ones packed in juice rather than syrup
- For the Topping: Maraschino cherries add that classic pop of color and sweet flavor choose ones without artificial dyes if possible
- For the Pancake Batter: All purpose flour creates the perfect structure for fluffy pancakes
- For the Pancake Batter: Granulated sugar balances the tanginess of the pineapple without making the pancakes too sweet
- For the Pancake Batter: Baking powder and baking soda work together to create the perfect rise
- For the Pancake Batter: Salt enhances all the flavors and balances the sweetness
- For the Pancake Batter: Whole milk adds richness you can substitute buttermilk for tangier pancakes
- For the Pancake Batter: Large eggs bind everything together and add structure
- For the Pancake Batter: Melted unsalted butter makes these pancakes tender and flavorful
- For the Pancake Batter: Pure vanilla extract complements the tropical pineapple flavor
Instructions
- Prepare the Caramel Base:
- Melt butter in a small saucepan over medium heat, being careful not to brown it. Gradually add the brown sugar, stirring constantly until it completely dissolves and becomes smooth. You want a pourable consistency that will spread easily in the pan. This mixture creates the delicious caramelized topping that makes these pancakes special.
- Set Up Your Cooking Station:
- Preheat your skillet or griddle over medium heat until it's evenly hot. A drop of water should sizzle when it hits the surface. Apply a light coating of butter or cooking spray to prevent sticking. Having everything ready before you start cooking ensures smooth pancake production.
- Create the Pineapple Foundation:
- For each pancake, spoon about a tablespoon of the brown sugar mixture onto the hot skillet in a circular shape. Work quickly while the mixture is still warm and pourable. Place a pineapple ring directly on top of each sugar circle, then nestle a cherry in the center hole of each ring. This creates your beautiful caramelized fruit base.
- Mix the Dry Ingredients:
- In a large bowl, thoroughly whisk together the flour, granulated sugar, baking powder, baking soda, and salt. Whisking aerates the dry ingredients and ensures even distribution of the leavening agents, which is crucial for uniformly fluffy pancakes.
- Combine the Wet Ingredients:
- In a separate bowl, vigorously whisk the milk, eggs, melted butter, and vanilla until completely blended and slightly frothy. The frothiness incorporates air into the batter, contributing to lighter pancakes. Make sure your melted butter has cooled slightly so it doesn't cook the eggs.
- Create Your Batter:
- Pour the wet ingredients into the dry ingredients all at once. Use a spatula or wooden spoon to fold everything together with broad, gentle strokes just until no dry flour remains visible. The batter should look lumpy. Overmixing develops gluten, which makes pancakes tough rather than fluffy.
- Pour and Cook:
- Gently pour approximately 1/3 cup of batter over each pineapple ring, using the back of a spoon to carefully spread it to the edges of the ring without disturbing the arrangement. The batter should completely cover the pineapple but not spread too far beyond it.
- Perfect the Flip:
- Watch for bubbles to form on the surface of the pancakes and for the edges to look set and slightly dry, which takes about 2-3 minutes. Slide a wide, thin spatula completely under the pancake, including the pineapple ring. Flip with confidence in one smooth motion, then cook for another 2 minutes until golden brown and cooked through.

The brown sugar caramel is truly the magical element in this recipe. I discovered by accident that letting the sugar mixture cool slightly before adding the pineapple creates an even better caramelization. My grandmother used to make pineapple upside-down cake for Sunday dinners, and creating this breakfast version always makes me feel connected to those cherished family traditions.
Make-Ahead Options
You can prepare the dry ingredients mixture up to a month in advance and store it in an airtight container. When ready to use, simply add the wet ingredients. The caramel mixture can also be made a day ahead and gently reheated before use. Having these components ready significantly cuts down morning prep time when serving a crowd or for holiday breakfasts.
Ingredient Substitutions
For a dairy-free version, substitute coconut oil for butter and coconut milk for whole milk. The tropical flavor actually enhances the pineapple theme. If you prefer less sweetness, reduce the brown sugar by half and add a tablespoon of pineapple juice to maintain moisture. Fresh pineapple works beautifully when in season, but requires extra blotting to remove excess moisture before using.
Serving Suggestions
These pancakes shine on their own but can be elevated with a dollop of lightly sweetened whipped cream or a scoop of vanilla yogurt. For a truly decadent brunch, serve alongside crispy bacon, as the salty-sweet combination is divine. A light dusting of powdered sugar just before serving adds an elegant touch for special occasions.
Seasonal Adaptations
Replace pineapple with fresh peach slices for a seasonal twist. Add a sprinkle of cinnamon to the caramel for warmth. Garnish with fresh mint leaves for a pop of color.
Storage Tips
To store leftover pancakes, allow them to cool completely, then place in an airtight container with parchment paper between layers to prevent sticking. They will keep in the refrigerator for up to 3 days. To reheat, place on a baking sheet in a 325°F oven for about 10 minutes until warmed through. The microwave works in a pinch but may make the pancakes slightly soggy.

These pancakes shine on their own but can be elevated with a dollop of lightly sweetened whipped cream or a scoop of vanilla yogurt. For a truly decadent brunch, serve alongside crispy bacon, as the salty-sweet combination is divine.
Recipe FAQ
- → Can I use fresh pineapple instead of canned?
Yes, you can substitute fresh pineapple slices for the canned rings. Make sure to slice them evenly for best results.
- → How do I prevent the pancakes from sticking?
Lightly grease your nonstick skillet or griddle with butter or nonstick spray before each batch for easy flipping.
- → Are these pancakes suitable for vegetarians?
Yes, the pancakes contain no meat products and are suitable for vegetarian diets.
- → What toppings pair well with these pancakes?
Serve with whipped cream, maple syrup, or even a sprinkle of cinnamon for extra flavor dimension.
- → Can I prepare the batter ahead of time?
It’s best to prepare the batter just before cooking, but you can mix the dry and wet ingredients separately in advance.
- → Are there any common allergens in this dish?
Yes, it contains wheat, dairy, eggs, and potentially sulfites from maraschino cherries. Always check product labels.