AI generated image of a recipe card.

Mini Pineapple Upside-Down Cheesecakes

Healthy Fact of the Day

Mini Pineapple Upside-Down Cheesecakes are a delicious indulgence, but you can make them lighter with a few simple tweaks. Use low-fat cream cheese or Greek yogurt for a protein boost and reduced fat. Swap graham crackers for almond flour to lower carbs, and opt for fresh pineapple instead of canned to reduce added sugar. Enjoy these mini treats in moderation for a perfectly portioned dessert with tropical flavor!

These Mini Pineapple Upside-Down Cheesecakes are a delightful twist on two beloved desserts, combining the tropical sweetness of caramelized pineapple with the rich, creamy indulgence of classic cheesecake. Each individual serving features a buttery graham cracker crust, silky cheesecake filling, and a gorgeous caramelized pineapple topping crowned with a maraschino cherry. They’re elegant enough for special occasions yet fun enough for everyday celebrations.

If you love these tropical-inspired treats, you’ll also enjoy our Hawaiian Banana Bread with Coconut & Pineapple for another island-flavored dessert. For more individual cheesecake delights, try our Blueberry Cheesecake Cookies or Nutter Butter Peanut Butter Cheesecake—both deliver that same creamy, indulgent experience in perfectly portioned servings.

Mini Pineapple Upside-Down Cheesecakes

Mini Pineapple Upside-Down Cheesecakes

Recipe by Daily Disher



Sweet and decadent, Mini Pineapple Upside-Down Cheesecakes—buttery graham crust, creamy cheesecake, and caramelized pineapple topped with a cherry for the perfect bite-sized treat.

Course: DessertCuisine: AmericanDifficulty: Medium
3.1 from 64 votes
Servings

12

servings
Prep time

20

minutes
Cooking time

25

minutes
Calories

300

kcal

45

minutes

    Ingredients

    • 1 cup graham cracker crumbs

    • 1/4 cup unsalted butter, melted

    • 1 cup brown sugar

    • 12 slices pineapple rings

    • 24 pieces maraschino cherries

    • 1 lb cream cheese, softened

    • 1/2 cup granulated sugar

    • 2 teaspoons vanilla extract

    • 2 large eggs

    Directions

    • Preheat the oven to 325°F (165°C) and place paper liners in a muffin tin. Prepare a baking sheet in case of spillover.
    • In a bowl, mix graham cracker crumbs with melted butter until well combined and press a tablespoon of mixture into each muffin liner.
    • Sprinkle one teaspoon of brown sugar in each liner and place one pineapple ring and two maraschino cherries at the center.
    • In a large bowl, beat the cream cheese with granulated sugar and vanilla extract until smooth, then mix in the eggs one at a time.
    • Pour the cream cheese mixture over the pineapple in each muffin cup, filling almost to the top with about 1/4 cup each.
    • Bake at 325°F (165°C) for 20 to 25 minutes or until centers are set and edges are lightly browned.
    • Cool in the pans on racks for 30 minutes, then refrigerate for at least 2 hours or until chilled before serving.

    Nutrition Facts

    • Total number of serves: 4
    • Calories: 250kcal
    • Cholesterol: 0mg
    • Sodium: 620mg
    • Potassium: 400mg
    • Sugar: 8g
    • Protein: 6g
    • Calcium: 60mg
    • Iron: 2mg

    Can’t get enough of great flavors? Check out these popular recipes that readers love making again and again.

    For more tropical dessert favorites, our Chocolate Cherry Upside Down Cake and Strawberry Peach Crisp deliver fruit-forward sweetness that are perfect for summer entertaining. When you’re craving rich, decadent treats, the Cheesecake Brownies and Espresso Toffee Cookies bring indulgent flavors to your dessert table. Need more bite-sized delights? Our Deviled Egg Salad and Seared Scallops with Spicy Cajun Cream Sauce offer that same elegant, memorable experience you’ll love.

    Browse our full collection for more kitchen inspiration that’ll have your family asking for seconds.

    3.1 from 64 votes

    Recent Recipes

    Boozy Salted Caramel Bars

    • October 26, 2025
    • 1 min read

    Shrimp and Broccoli Stir-Fry

    • October 26, 2025
    • 1 min read

    Savory Breakfast Pop Tarts

    • October 25, 2025
    • 1 min read

    Tuna Noodle Casserole

    • October 25, 2025
    • 1 min read

    Maple Glazed Carrots

    • October 24, 2025
    • 1 min read

    Pumpkin Old Fashioned

    • October 23, 2025
    • 1 min read

    Philly Cheesesteak Soup

    • October 23, 2025
    • 1 min read

    Filet Mignon with Bearnaise Sauce

    • October 22, 2025
    • 2 min read

    Greek Yogurt Marinated Chicken

    • October 22, 2025
    • 2 min read

    Grilled Steak and Egg Tacos

    • October 21, 2025
    • 2 min read

    Tip of the Day

    “Always let your meat rest before slicing.”

    Whether you're roasting a chicken, grilling steak, or baking pork tenderloin, letting cooked meat rest for 5–10 minutes before slicing allows the juices to redistribute evenly. This simple step keeps your meat juicy and tender, ensuring every bite is flavorful and moist. Bonus: It gives you a moment to plate your sides or garnish for a perfect presentation!

    Our Latest Recipes

    Desserts
    Daily Disher

    Boozy Salted Caramel Bars

    The combination of sweet and salty flavors enhances satisfaction and helps prevent overindulgence. Flaky sea salt adds a gourmet touch while providing trace minerals and flavor complexity.

    Read More »
    Asian
    Daily Disher

    Shrimp and Broccoli Stir-Fry

    Shrimp is low in calories yet high in protein and selenium, supporting thyroid function and metabolism. Broccoli provides fiber, vitamin C, and compounds that may support heart health and reduce inflammation.

    Read More »
    Breakfast
    Daily Disher

    Savory Breakfast Pop Tarts

    Making breakfast pastries from scratch lets you control ingredients and avoid processed additives, while cheddar provides calcium and protein to start your day strong.

    Read More »

    Get your daily dose of delicious!

    Skip to content