A cup holder storage apparatus with enhanced stability for securing a plurality of beverage storing cups is provided. The cup holder storage apparatus is designed to be supported by a user's thumb, index finger and radius bone in an arm. The apparatus includes a tray having a thumb hole in a central portion of the tray and a plurality of compartments, each compartment having an upper opening that receives one of the plurality of beverage storing cups, each compartment having a pair of arm members pivotably mounted to the upper opening of the compartment, and a pair of boomerang-shaped gutters coupled to each arm member and extending from a portion proximate the upper opening of the compartment to the bottom of the arm member.