Abstract: Inserts for holding items stored in a cooler above the bottom of the cooler so that condensation or ice melt drains below the items. In one illustrative embodiment, the insert has a base portion that serves as a shelf for holding items stored in a cooler above the bottom thereof, which has a drainage structures to allow ice melt to flow underneath the base and away from the items. The base may be formed of one or more separate pieces and may be adjustable in size for use in different coolers. Adjustment features may include removably attachable extensions and base components that are slidably adjustable to form a complete base member of a desired size.