How to Decorate a Pilgrim Boy Cookie

Cupcake with Swirl Cookie Cutter


Repeat after me, "I can create cookies with confidence!" You have what it takes, my fellow cookie fanatic. Just take a deep breath, follow the tutorial step-by-step and have a blast! Happy decorating!

- Anne Yorks, owner The Flour Box
Scroll down for a written tutorial and recommended products!

I love getting creative with cookie cutters. Check out this video and learn to make a cute boy pilgrim cookie using an upside down cupcake cutter!  

Cookie Yield

For a single batch of dough, you can make 18 of these cookies. I usually make both the boy and girl pilgrim (so check out her tutorial as well! She is made with an upside down tulip cookie cutter!). I should note that I roll my cookies to 1/4" thick using the Dough EZ Rolling Mat System. The thickness of your cookies will impact your yield.

COOKIE RECIPE: For a cookie recipe and rolling and baking video CLICK HERE - this recipe can be doubled in a KitchenAid Mixer. 

Prepping the Royal Icing


For a single batch of dough, I typically use a single batch of icing. Since I'm using a KitchenAid mixer, I made a double batch of icing and split it in half (reserving half for another project).

Check out the girl pilgrim cookie tutorial. If you are making these cookies together, you can share the icing colors. The cookies feature 5 icing colors.For a single batch (or 18 cookies) I used 3 oz of black, 7 oz of fleshtone, 3 oz of white, 2 oz of buckeye brown, and 4 oz of gold. A total of about 19 oz of icing. I don't measure exactly...I estimate. For a more detailed look at icing planning, CLICK HERE to read this helpful blog post.


For a royal icing recipe and video CLICK HERE - this recipe can be doubled in a KitchenAid Mixer.