Pineapple Upside-Down Cheesecake Recipe

Dreamy Pineapple Upside-Down Cheesecake Recipe for Dessert Lovers

Sweet caramelized pineapple mingles with creamy cheesecake layers in this irresistible pineapple upside-down cheesecake recipe that promises pure dessert magic.

Golden rings of tropical fruit nestle perfectly atop a rich, velvety base.

Each slice delivers a harmonious blend of tangy and sweet flavors that dance across your palate.

The classic dessert gets a delightful makeover with this innovative twist on two beloved treats.

Buttery cake meets smooth cream cheese in a dessert that looks as stunning as it tastes.

Clusters of caramelized pineapple create a stunning visual and flavor experience that will have everyone asking for seconds.

Prepare to fall in love with this show-stopping dessert that turns an ordinary evening into a celebration.

Tricks for a Perfect Pineapple Finish

  • Select ripe, sweet pineapple for the most vibrant flavor and best texture in your cheesecake.
  • Avoid overmixing eggs and bake in a water bath to create a smooth, crack-free cheesecake surface.
  • Bring cream cheese, eggs, and sour cream to room temperature for easier mixing and a silky-smooth batter.
  • Pat pineapple slices dry to prevent excess moisture from making the crust soggy.
  • Let cheesecake cool gradually at room temperature, then refrigerate to maintain a creamy, dense texture.

Cheesecake Flavor Variations to Love

  • Tropical Coconut Remix: Replace graham cracker crust with toasted coconut flakes and add coconut extract to cheesecake batter for a Caribbean-inspired version.
  • Gluten-Free Friendly: Swap graham crackers with gluten-free almond flour or crushed gluten-free cookies, ensuring safe consumption for those with wheat sensitivities.
  • Dairy-Free Alternative: Use dairy-free cream cheese substitutes like cashew-based or almond-based cream cheese and coconut cream instead of sour cream for lactose-intolerant individuals.
  • Low-Sugar Option: Substitute brown sugar with monk fruit sweetener or stevia, reducing overall sugar content while maintaining delicious flavor profile.

Serving Up Pineapple Cheesecake Slices

  • Tropical Brunch Delight: Serve slices with a dollop of whipped cream and sprinkle toasted coconut flakes for an extra tropical twist.
  • Island-Inspired Pairing: Complement the cheesecake with a chilled piña colada or fresh pineapple mojito to enhance the fruity flavors.
  • Elegant Dessert Presentation: Garnish with fresh mint leaves, additional maraschino cherries, and a light dusting of powdered sugar for a sophisticated look.
  • Weekend Indulgence: Pair with a scoop of vanilla bean ice cream and drizzle caramel sauce over the top for a decadent dessert experience.

How to Store Pineapple Cheesecake for Best Results

  • Store covered in an airtight container for up to 5 days. Wrap the cheesecake tightly with plastic wrap or aluminum foil to prevent drying out and absorbing other flavors.
  • Slice the cheesecake and wrap individual pieces in plastic wrap, then place in a freezer-safe container. Freeze for up to 2 months. Thaw overnight in the refrigerator before serving.
  • Keep at room temperature for no more than 2 hours to prevent bacterial growth. Always return to the refrigerator after serving.
  • Warm individual slices in the microwave for 15-20 seconds on low power. Alternatively, let the slice sit at room temperature for 10-15 minutes to soften before serving.

FAQs

  • What makes the crust unique in this pineapple upside-down cheesecake?

The crust is made with graham cracker crumbs mixed with melted butter, creating a classic, buttery base that complements the sweet pineapple topping perfectly.

  • How do the pineapple and cherries contribute to the dessert?

The pineapple slices and cherries are arranged directly on top of a sugar mixture, caramelizing during baking and creating a rich, fruity layer that adds sweetness and texture to the cheesecake.

  • Why is the baking temperature set at 325F?

The lower temperature of 325F helps the cheesecake bake evenly, preventing cracks and ensuring a smooth, creamy texture without overbaking the delicate cream cheese mixture.

  • What ingredients ensure the cheesecake's creamy consistency?

Pineapple Upside-Down Cheesecake—Why This Dessert Shines

  • Combines classic cheesecake with vibrant pineapple flavors, creating a unique dessert that brings vacation vibes right to your kitchen.
  • Perfect for gatherings and special occasions, this dessert looks professionally made but requires minimal baking skills.
  • Can be prepared in advance, allowing you to relax and enjoy time with guests while having a stunning dessert ready to serve.
  • Delivers a delightful balance of creamy cheesecake texture with sweet, caramelized pineapple that appeals to both kids and adults.

What You’ll Need for Pineapple Cheesecake

Fruit Topping:
  • Pineapple Slices: Fresh tropical fruit that creates a sweet and tangy layer on top of the cheesecake.
  • Maraschino Cherries: Bright red garnish that adds a pop of color and classic upside-down cake flavor.
Crust:
  • Graham Cracker Crumbs: Provides a classic, sweet, and crumbly base for the cheesecake.
  • Butter: Helps bind the crust and adds rich flavor.
Cheesecake Filling:
  • Cream Cheese: The primary ingredient that gives the cheesecake its creamy and smooth texture.
  • Brown Sugar: Adds deep caramel-like sweetness to the cheesecake.
  • Eggs: Helps bind the cheesecake and provide structure.
  • Sour Cream: Contributes to the creamy texture and adds a slight tanginess.
  • Flour: Helps stabilize the cheesecake and prevent cracking.
  • Pineapple Juice: Enhances the tropical flavor of the dessert.
  • Vanilla Extract: Provides a warm, classic flavor to the cheesecake.

Tools for Upside-Down Cheesecake Success

  • Springform Pan: Essential for creating the perfect cheesecake with easy removal.
  • Electric Mixer: Crucial for beating cream cheese and creating smooth batter.
  • Mixing Bowls: Needed for combining ingredients and preparing crust.
  • Measuring Cups and Spoons: Vital for accurate ingredient measurements.
  • Whisk: Helpful for mixing dry and wet ingredients evenly.
  • Spatula: Great for scraping batter and spreading crust evenly.
  • Oven: Necessary for baking the cheesecake at the right temperature.

Pineapple Cheesecake Instructions Made Simple

Step 1: Create Caramelized Base

Melt butter in a 9-inch springform pan.

Sprinkle brown sugar evenly across the bottom, creating a rich golden foundation for your dessert.

Step 2: Arrange Fruity Masterpiece

Carefully layer fresh pineapple rings and vibrant maraschino cherries over the sugary base.

Ensure each slice is perfectly positioned to create a stunning visual design.

Step 3: Craft Crumbly Crust

Combine graham cracker crumbs with melted butter until the mixture resembles wet sand.

Press firmly into the pan, creating a solid and even base that will support your cheesecake.

Step 4: Whip Creamy Filling

In a large mixing bowl, beat cream cheese until ultra-smooth and creamy.

Gradually incorporate brown sugar, continuing to mix until the texture becomes silky and completely integrated.

Step 5: Enhance Flavor Profile

Gently fold in flour, sour cream, pineapple juice, and vanilla extract.

Stir until all ingredients are thoroughly combined, creating a luxurious and aromatic mixture.

Step 6: Incorporate Eggs

Add eggs one at a time, mixing on low speed.

This technique ensures a smooth, lump-free batter that will result in a perfectly creamy cheesecake.

Step 7: Assemble And Bake

Carefully pour the cheesecake batter over the prepared crust and fruit layer.

Place in a preheated oven at 325F (165C) and bake until the center is almost set but still slightly jiggly.

Step 8: Chill And Serve

Allow the cheesecake to cool completely at room temperature.

Refrigerate for at least 4 hours or overnight to set.

When ready, carefully release from the springform pan and serve chilled.

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Pineapple Upside-Down Cheesecake Recipe

Pineapple Upside-Down Cheesecake Recipe


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4.5 from 19 reviews

  • Total Time: 1 hour 30 minutes
  • Yield: 12 1x

Description

Caramel-glazed pineapple upside-down cheesecake brings classic dessert flavors into a creamy, rich masterpiece. Layers of sweet fruit and tangy cream cheese create a memorable dessert experience you won’t forget.


Ingredients

Scale

Main Ingredients:

  • 24 ounces cream cheese
  • 3 large eggs
  • 1 cup (225 grams) packed light brown sugar
  • 1/2 cup (115 grams) sour cream
  • 10 canned pineapple slices
  • 13 maraschino cherries

Crust and Binding Ingredients:

  • 1 cup (134 grams) graham cracker crumbs
  • 3 tablespoons (24 grams) all-purpose flour
  • 1/2 cup (112 grams) packed light brown sugar
  • 3 tablespoons (39 grams) sugar

Liquid and Flavor Ingredients:

  • 7 tablespoons (98 grams) unsalted butter, melted
  • 6 tablespoons pineapple juice
  • 2 teaspoons vanilla extract

Instructions

  1. Preheat the oven to 325°F (165°C), ensuring a consistent temperature for perfect baking.
  2. Create a caramelized base by sprinkling brown sugar and sugar evenly across the bottom of a 9-inch springform pan.
  3. Carefully position pineapple slices and cherries atop the sugar layer, creating an attractive decorative pattern.
  4. Craft the crust by thoroughly combining graham cracker crumbs with melted butter, then firmly pressing the mixture into the pan’s bottom.
  5. Whip cream cheese and brown sugar together until achieving a silky, smooth consistency without lumps.
  6. Incorporate flour, sour cream, pineapple juice, and vanilla extract, stirring until the mixture becomes uniformly blended.
  7. Gently introduce eggs one at a time, mixing on low speed to maintain the batter’s delicate texture.
  8. Delicately pour the prepared cheesecake mixture over the pineapple-lined crust, ensuring even distribution.
  9. Bake for approximately 60 minutes, monitoring until the center is almost set but still slightly jiggly.
  10. Allow the cheesecake to cool completely at room temperature, then refrigerate for a minimum of 4 hours to set and develop optimal flavor.

Notes

  • Caramelize Sugar Slowly melt brown sugar and butter to create a rich, golden base that prevents sticking and adds deep flavor complexity.
  • Fruit Placement Gently arrange pineapple slices and cherries in an artistic pattern to ensure even coverage and beautiful presentation.
  • Prevent Cracking Bake cheesecake in a water bath or use low, consistent temperature to minimize surface cracks and maintain creamy texture.
  • Dietary Modifications Swap graham crackers with gluten-free alternatives or use almond flour for a low-carb version that maintains delicious taste profile.
  • Prep Time: 30 minutes
  • Cook Time: 1 hour
  • Category: Desserts
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 12
  • Calories: 404
  • Sugar: 34g
  • Sodium: 202mg
  • Fat: 24g
  • Saturated Fat: 14g
  • Unsaturated Fat: 8g
  • Trans Fat: 1g
  • Carbohydrates: 41g
  • Fiber: 0.5g
  • Protein: 6g
  • Cholesterol: 85mg
Marcus Reed

Marcus Reed

Founder & Food Content Creator

Expertise

Single-recipe development, Seasonal and local ingredient utilization, Food photography and styling, Culinary writing and content creation​

Education

Culinary Arts Certificate, Blue Ridge Community and Technical College, WV
Focus: Fundamentals of culinary techniques, emphasizing hands-on experience in small-scale kitchen settings.


Marcus’s story begins in Asheville, where good food and family kitchens shaped his earliest memories. After hands-on culinary training and a lot of trial (and a little error), he realized that real cooking isn’t about perfection, it’s about connection.
At Pan and Oven, Marcus crafts recipes that are easy to follow, packed with flavor, and built for real kitchens.

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