Systems and containers for organizing and carrying tools and tool sets are disclosed herein. One aspect of the invention is directed to systems and containers for efficiently organizing tools for specific work tasks, such as gunsmith tools, etc. In one embodiment, a container for carrying and organizing tools includes a housing having a base portion and a lid portion. The lid portion can be pivotally attached to the base portion. The container can also include a plurality of recesses disposed in an internal portion of the container in a recess pattern. The recesses can be configured to releasably retain the tools in the housing. The container also includes an insertable tool position guide having a plurality of images in an image pattern, wherein the image pattern can correspond to the recess pattern. In addition to tool positional information, the tool position guide can also communicate tool identification information.