In a small bowl, whip the heavy cream until stiff peaks form. Set aside.
Place the cream cheese into a medium bowl. Using a mixer on medium speed, slowly add in powdered sugar and mix until well combined. Stir in vanilla and Baileys Irish Cream and continue mixing until mixture is creamy.
Lightly fold whipped cream into the cream cheese mixture until incorporated.
Chill dip for an hour to overnight in the refrigerator.
When you are ready to serve, drizzle 1 tbsp of chocolate syrup around the inside of your serving bowl. Scoop dip into the bowl and drizzle remaining chocolate on top. With a knife, slightly swirl the chocolate on top into the dip (don't mix completely).
Serve with fresh fruit, chocolate or regular graham crackers, or vanilla wafers.