Pineapple Upside-Down Sugar Cookies

Get ready for a delightful twist on a classic! These Pineapple Upside-Down Sugar Cookies bring the fun of pineapple upside-down cake in a bite-sized, incredibly delicious package. Each soft sugar cookie is topped with a caramelized pineapple slice and a bright maraschino cherry – a vibrant and tropical treat perfect for parties, summer gatherings, or any day you need a little sunshine.

Table of Contents

1. Ingredients
2. Instructions
3. Tips & Notes
4. Recipe Variations
5. Frequently Asked Questions

Ingredients

• 1/2 cup unsalted butter, softened
• 3/4 cup granulated sugar
• 1 large egg
• 1 teaspoon vanilla extract
• 1 1/2 cups all-purpose flour
• 1/2 teaspoon baking soda
• 1/4 teaspoon salt
• 1 can pineapple rings, drained (cut into smaller pieces if needed)
• 1/4 cup light brown sugar
• 1 tablespoon unsalted butter (for caramelizing)
• Maraschino cherries, halved