This disclosure presents a stackable, multicompartment portable cooler with enhanced climate control and delivery features. The cooler may include adjustable vents for precisely controlling the temperature differential between adjacent compartments, a brochure receptor for including information about the delivery, and/or an automatic delivery flag for notification purposes. In addition, the cooler is modular and may be assembled/disassembled through the use of removable compartment dividers that subdivide the stacked main compartments into many subcompartments.