Prepare the Ice Cream Base: In a bowl, whisk together the heavy cream, milk, sugar, and vanilla extract until the sugar is completely dissolved. Refrigerate the mixture for at least 2 hours to cool thoroughly.
Fill the Molds: Pour the chilled mixture into popsicle molds, leaving a small amount of space at the top. Insert popsicle sticks into the molds and freeze for 4-6 hours, or until the popsicles are completely solid.
Prepare the Chocolate Coating: In a saucepan, melt the chocolate chips with the coconut oil over low heat, stirring constantly until smooth. Allow the melted chocolate to cool slightly before using.
Dip the Popsicles: Remove the frozen popsicles from their molds. Dip each popsicle into the melted chocolate, letting any excess chocolate drip off. Place the dipped popsicles on a parchment-lined baking sheet.
Freeze to Set: Freeze the dipped popsicles for 15-20 minutes, or until the chocolate coating hardens.