The present invention allows travel organizations to ensure that basic group, or “Core,” travel medical coverage is in effect for their travelers while allowing travelers the ability to upgrade the “Core” insurance if needed or desired. Thus, the organization need not purchase excess insurance, thereby reducing the organization's liability for their group purchase decision. Until now, combining group and individual travel medical insurance has been impossible. Individual travel medical insurance policies could be customized, but travelers covered by a group policy had to accept the coverage their organizations chose. The present invention allows travelers with different needs and tastes from around the world to customize group travel insurance coverage according to their needs and desires. By offering choice, the present invention reduces the likelihood that travelers can successfully claim later that insurance required under the group program was inadequate.