---
title: Tropical Pineapple Upside-Down Cupcakes Recipe
url: https://optimalrecipes.com/tropical-pineapple-upside-down-cupcakes/
author: Maria Jannet
published: 2026-03-31
updated: 2026-03-31
image: https://optimalrecipes.com/wp-content/uploads/2024/03/431543705_722607623375711_3888103019774021182_n.webp
categories: ["Desserts & Sweets"]
tags: ["cupcake"]
site: Optimal Recipes
---

# Tropical Pineapple Upside-Down Cupcakes Recipe

> Dive into the sweetness of tropical flavors with these delightful Tropical Pineapple Upside-Down Cupcakes. Perfect for any gathering or a cozy night in, these cupcakes offer a unique twist on the classic dessert, blending the tangy taste of pineapple with the sweetness of maraschino cherries. This easy-to-follow recipe will guide...

![Tropical Pineapple Upside-Down Cupcakes Recipe](https://optimalrecipes.com/wp-content/uploads/2024/03/431543705_722607623375711_3888103019774021182_n.webp)

## Article

Dive into the sweetness of tropical flavors with these delightful **Tropical Pineapple Upside-Down Cupcakes**. Perfect for any gathering or a cozy night in, these cupcakes offer a unique twist on the classic dessert, blending the tangy taste of pineapple with the sweetness of maraschino cherries. This easy-to-follow recipe will guide you through creating mouthwatering **Tropical Pineapple Upside-Down Cupcakes**, ensuring a treat that’s as beautiful to look at as it is delicious to eat. Join us as we embark on a baking journey that brings a piece of the tropics right to your kitchen.

#### Ingredients: What You’ll Need




 
- 1 1/3 cups all-purpose flour
 
- 1 tsp baking powder
 
- 1/4 tsp salt
 
- 1/2 cup unsalted butter, softened
 
- 3/4 cup granulated sugar
 
- 2 large eggs
 
- 1 tsp vanilla extract
 
- 1/2 cup milk
 
- 12 pineapple rings, canned
 
- 12 maraschino cherries
 
- 1/4 cup brown sugar



#### Step-by-Step Directions: Let’s Bake!




 
- Preheat your oven to 350°F (175°C).
 
- In a bowl, whisk together the flour, baking powder, and salt. Set aside.
 
- In another bowl, cream the butter and granulated sugar until light and fluffy. Add the eggs, one at a time, mixing well after each addition. Stir in the vanilla extract.
 
- Gradually mix in the flour mixture alternately with the milk, starting and ending with the flour mixture.
 
- Place a pineapple ring in the bottom of each cupcake liner. Place a maraschino cherry in the center of each pineapple ring.
 
- Sprinkle a teaspoon of brown sugar over each pineapple ring.
 
- Divide the batter among the cupcake liners, covering the pineapple and cherry.
 
- Bake for 20-25 minutes, or until a toothpick inserted into the center comes out clean.
 
- Allow to cool for 5 minutes, then invert the cupcakes onto a plate to reveal the pineapple and cherry on top.


**Prep Time:** 20 minutes | **Cooking Time:** 25 minutes | **Total Time:** 45 minutes | **Kcal:** 220 kcal | **Servings:** 12 cupcakes

#### Nutritional Breakdown (per serving):




 
- Calories: 220 kcal
 
- Carbohydrates: 34g
 
- Protein: 3g
 
- Fat: 8g
 
- Saturated Fat: 5g
 
- Polyunsaturated Fat: 0.5g
 
- Monounsaturated Fat: 2g
 
- Trans Fat: 0g
 
- Cholesterol: 45mg
 
- Sodium: 105mg
 
- Potassium: 85mg
 
- Fiber: 1g
 
- Sugar: 22g
 
- Vitamin A: 5% DV
 
- Vitamin C: 10% DV
 
- Calcium: 4% DV
 
- Iron: 6% DV


**Notes:**


 
- For a lighter version, substitute whole milk with almond or soy milk.
 
- Ensure the cupcakes are completely cooled before inverting to prevent them from breaking.
 
- These cupcakes can be stored in an airtight container for up to 3 days or frozen for longer storage.
 
- Serve with a dollop of whipped cream or a scoop of vanilla ice cream for an extra indulgent treat.


**FAQs:**


 
- Can I use fresh pineapple instead of canned? Yes, fresh pineapple can be used. Ensure it’s thinly sliced to fit the cupcake liners.
 
- How do I prevent the cupcakes from sticking to the liners? Spraying the liners lightly with cooking spray or using silicone liners can help prevent sticking.
 
- Can I make this recipe gluten-free? Yes, substitute the all-purpose flour with your favorite gluten-free flour blend.
 
- How can I tell when the cupcakes are done? Insert a toothpick into the center of a cupcake; if it comes out clean, the cupcakes are done.


Enjoy baking these tropical delights that promise a burst of flavor with every bite!


**You might also love:** [Mini Pineapple Upside-Down Cookies – Easy Dessert Recipe](https://optimalrecipes.com/mini-pineapple-upside-down-cookies-easy-dessert-recipe/) · [Pineapple Upside-Down Cake | Easy Party Dessert](https://optimalrecipes.com/pineapple-upside-down-cake-easy-party-dessert/)

	

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## Tropical Pineapple Upside-Down Cupcakes Recipe

	
 
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- Author: Maria
 

 
	

 
 
 
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[Pin Recipe](https://www.pinterest.com/pin/create/bookmarklet/?url=%23)

 
 
	
 
 

### Description

 
 Dive into the sweetness of tropical flavors with these delightful **Tropical Pineapple Upside-Down Cupcakes**. Perfect for any gathering or a cozy night in, these cupcakes offer a unique twist on the classic dessert, blending the tangy taste of pineapple with the sweetness of maraschino cherries. This easy-to-follow recipe will guide you through creating mouthwatering **Tropical Pineapple Upside-Down Cupcakes**, ensuring a treat that’s as beautiful to look at as it is delicious to eat. Join us as we embark on a baking journey that brings a piece of the tropics right to your kitchen.

 
 
	
 
	
 
 
 
 

### Ingredients

 
 
 
 Scale
 1x2x3x 
 
 
 
 

- 1 1/3 cups all-purpose flour

- 1 tsp baking powder

- 1/4 tsp salt

- 1/2 cup unsalted butter, softened

- 3/4 cup granulated sugar

- 2 large eggs

- 1 tsp vanilla extract

- 1/2 cup milk

- 12 pineapple rings, canned

- 12 maraschino cherries

- 1/4 cup brown sugar

 
 
	
 
	
 
 
 

### Instructions

 
 
 

- Preheat your oven to 350°F (175°C).

- In a bowl, whisk together the flour, baking powder, and salt. Set aside.

- In another bowl, cream the butter and granulated sugar until light and fluffy. Add the eggs, one at a time, mixing well after each addition. Stir in the vanilla extract.

- Gradually mix in the flour mixture alternately with the milk, starting and ending with the flour mixture.

- Place a pineapple ring in the bottom of each cupcake liner. Place a maraschino cherry in the center of each pineapple ring.

- Sprinkle a teaspoon of brown sugar over each pineapple ring.

- Divide the batter among the cupcake liners, covering the pineapple and cherry.

- Bake for 20-25 minutes, or until a toothpick inserted into the center comes out clean.

- Allow to cool for 5 minutes, then invert the cupcakes onto a plate to reveal the pineapple and cherry on top.

 
	
	
	
 
	
 
 

### Notes

 
 

- For a lighter version, substitute whole milk with almond or soy milk.

- Ensure the cupcakes are completely cooled before inverting to prevent them from breaking.

- These cupcakes can be stored in an airtight container for up to 3 days or frozen for longer storage.

- Serve with a dollop of whipped cream or a scoop of vanilla ice cream for an extra indulgent treat.

 
 
	
	
	
	
	
	
	
 
 
 
 

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 Share a photo and tag us — we can't wait to see what you've made!

 
 
	

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---

**Source**: [Tropical Pineapple Upside-Down Cupcakes Recipe](https://optimalrecipes.com/tropical-pineapple-upside-down-cupcakes/)
**Site**: Optimal Recipes - https://optimalrecipes.com/
**Author**: Maria Jannet

*If you cite this recipe, please link to: https://optimalrecipes.com/tropical-pineapple-upside-down-cupcakes/*