
Step 2: Make the Sugar Cookie Dough
- In a large bowl, cream together softened butter and granulated sugar until fluffy.
- Beat in the egg and vanilla extract until fully combined.
- In a separate bowl, whisk together flour, baking powder, and salt.
- Gradually add the dry ingredients to the wet ingredients, mixing until a soft dough forms.
Pro Tip: Don’t overmix the dough; sugar cookies are best when tender and slightly soft.
Step 3: Assemble the Cookies
- Scoop about 1 tablespoon of cookie dough per cookie and gently press it on top of the pineapple mixture in the pan.
- Slightly flatten each cookie with your fingers or the back of a spoon.
- Make sure each cookie is centered over the pineapple to get that beautiful caramelized topping after baking.
Step 4: Bake to Golden Perfection
- Bake in the preheated oven for 12–15 minutes, or until the cookie edges are lightly golden.
- Let the cookies cool in the pan for 10 minutes to allow the topping to set.
- Carefully invert the pan onto a serving tray, letting the pineapple layer become the star on top.
Tip: Use a silicone spatula to help release the cookies without breaking the caramel layer.
Step 5: Serve and Enjoy
These cookies are best enjoyed slightly warm so you can savor the caramelized pineapple flavor. They can also be stored in an airtight container for 3–4 days, although they rarely last that long!
Flavor Variations
- Coconut Twist: Add ¼ cup shredded coconut to the dough for a tropical vibe.
- Ginger Pineapple: Mix ½ teaspoon ground ginger into the cookie dough for a spicy-sweet kick.
- Mini Versions: Use a mini muffin tin to make bite-sized treats perfect for parties.
Why This Recipe Works
The magic of these cookies lies in layering textures and flavors. The soft sugar cookie dough complements the caramelized pineapple topping perfectly. Each bite is sweet, slightly tangy, and has that signature buttery sugar cookie flavor that everyone loves.
Whether you’re baking for a special occasion or simply craving a fun twist on a classic dessert, Sugar Cookies with Pineapple Upside-Down Flavor are a surefire crowd-pleaser. 🍍✨
If you want, I can also make a visual step-by-step guide with illustrations showing exactly how the cookie is assembled, baked, and inverted—it’s really helpful for beginners. Do you want me to do that?








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