Technologies for transitioning between operating systems include a computing device having a main memory and a data storage device. The computing device executes a first operating system and monitors for an operating system toggle event. The toggle event may be a software command, a hardware buttonpress, or other user command. In response to the toggle event, the computing device copies state data of the first operating system to a reserved memory area. After copying the state data, the computing device executes a second operating system. While the second operating system is executing, the computing device copies the state data of the first operating system from the reserved memory area to the data storage device. The computing device monitors for operating system toggle events during execution of the second operating system and may similarly toggle execution back to the first operating system. Other embodiments are described and claimed.