In a large glass bowl add your chocolate chips. Heat up ¾ cup of your heavy whipping cream and pour over your chocolate chips. Let set for a few minutes before stirring until well combined.
To make your whipped cream, whip up your additional 2 cups of cold heavy whipping cream using an electric hand mixer, stand mixer or milk frother, until it starts to thicken.
Add your vanilla and powdered sugar and beat until it’s thick and stiff. Be careful not to overmix as this could curdle your cream (and start the buttering process)
Add half of your whipped cream into your chocolate ganache and fold gently until combined.
To assemble, add your chocolate mixture and whipped cream in layers to your serving cups or bowl and top each one with two half cherries and one whole. Continue until your mixtures are all divided out.
Serve, share and enjoy!!