In this paper, we present several dielectric waveguide (DWG) setups that enable the transition between radar front ends and antennas in challenging, industrial environments. Apart from good propagation behavior, DWG provide a nearly dispersion free transmission over large distances. Furthermore, they can be used as an electrical insulator in places with critical creep distances, in high temperature environments, and for applications with limited installation space. Fundamentals concerning the ideal propagation mode and adequate waveguide–fiber transitions are presented. Results of electromagnetic simulations as well as measurements on manufactured DWG are discussed in detail. The presented excellent propagation behavior proves the effectiveness of the proposed setup.