Gamma Ray Bursts (GRBs) are among the most energetic transient phenomena frequently followed up by different observatories and yet several fundamental questions are still open. Fermi and MAGIC are continuing their observations of GRBs since several years, giving highest priorities to the most interesting events. This effort led to remarkable discoveries in the High Energy regime, showing potential for even more meaningful achievements in the Very High Energy (VHE) regime. Enhanced follow up strategies of MAGIC and soon to come CTA Large Size Telescopes (LST) observations create unique opportunities for the detection of GRBs at VHE. In this talk I will give an overview of the high energy GRB properties as seen by Fermi and show the potential for the first VHE detection with MAGIC and CTA LSTs.