Passover Chocolate Coconut Whoopie Pies (Gluten Free)

Name: Passover Chocolate Coconut Whoopie Pies (Gluten Free)
Yield: 10 whoopie pies
Ingredients: Cookie Ingredients:; 1/3 cup coconut oil; 2/3 cup granulated sugar; 2 large eggs (room temperature); 1 teaspoon vanilla; 3 tablespoons coconut flour; ¼ cup cocoa; ½ cup chocolate chips; Filling Ingredients:; 20 large marshmallows; 1 teaspoon vanilla; ¼ cup powdered sugar (see Note for homemade Passover powdered sugar directions); ¾ cup unsweetened shredded coconut

March 25, 2015 by The Monday Box 40 Comments

Chocolate Coconut Whoopie Pies are ultra-chocolaty, chewy chocolate chip cookies sandwiched with marshmallow filling and dipped in shredded coconut. Yes, they happen to be kosher for Passover. Yes, they happen to be gluten free. But no one would ever know. They are THAT good.

Until I was 12 years old my family lived on Long Island in New York, an easy drive from both sets of my grandparents. Our extended family is small and we spent holidays together. Thanksgiving was at our house. Passover was at my paternal grandparent’s house.

Passover is the celebration of the Jews’ exodus from slavery in Egypt. The Passover dinner is full of symbolism and tradition. The very name of the meal, Seder, means “order”. There is an order in which the Passover story is shared through a participatory reading of the Passover story. There is an order to the meal itself, starting with the reading, followed by a festive meal, and concluded with song and prayer. Depending on the level of observance and ages of the participants, a Passover Seder can last from 30 minutes to several hours!
During the eight days of Passover, observant Jews abstain from eating leavening, grains (except in the form of matzah), legumes, and anything derived from grains (corn syrup, soy lecithin, etc.). The degree to which the “rules” are followed by each individual varies according to the degree of religious observance and personal preference.

Passover is particularly full of tradition bound foods. There are some Passover foods, like matzo ball soup and gefilte fish, that are served at Seders around the world. Other foods are family traditions. My grandparents served a gelatin based dessert that was a cross between jello and mousse. One coffee dessert for the grown-ups and one strawberry dessert for the kids. It was light, fluffy, and creamy. Many years later, when I started hosting my own Passover Seders, I searched unsuccessfully for a recipe to duplicate that dessert which, for me, embodied both memories of Passover and my grandparents.

In lieu gelatin molds, my family developed our own sweet Passover traditions. I know exactly which foods my kids expect to enjoy during Passover and have made sure that those recipes are written down! Chocolate Coconut Whoopie Pies are this year’s addition to the favorites list.

These whoopie pies start with chewy double chocolate chip cookies. Because there is no leavening used, the cookies aren’t cakey like regular whoopie pies. The scant 3 tablespoons of coconut flour called for in the recipe is not a typo. That tiny bit of coconut flour and cocoa combine to create 20 individual cookies that get sandwiched with marshmallow filling.

The vanilla marshmallow filling required a few Passover adaptations. Kosher for Passover marshmallow crème is available, but I couldn’t find it at my local supermarket. I used Passover marshmallows instead. For Passover confectioner’s sugar, I easily made my own. Regular confectioner’s sugar is finely ground cane sugar with corn starch. For Passover confectioner’s sugar, I ground regular white sugar with potato starch in the food processor. I make a few cups at the beginning of the holiday and use it as needed in recipes throughout the week.
Chocolate Coconut Whoopie Pies will be a year round favorite for anyone who enjoys a chewy cookie. Passover friendly and gluten free are bonuses. Though the filling loses its fluffiness after the first day, the whoopie pies remain chewy and flavorful for up to 5 days.