Peroneal tendon injuries are common also due to the recent increase in sports participants involved in amateur activities. Clinical evaluation generally provides a diagnosis, but diagnostic imaging is often required to confirm a clinical suspicion and make correct management decisions. Ultrasound (US) imaging is the method of choice in the study of peroneal tendon injuries due to the high resolution of the images and the possibility of performing dynamic studies. US is furthermore non-invasive and inexpensive and provides the possibility of performing US-guided steroid infiltration of the tendon sheath or the surrounding tissues. The present paper will address the normal anatomy of the peroneal tendons and related structures, US imaging techniques and the various conditions and injuries which may affect this anatomic region. Also more expensive imaging techniques, such as computed tomography and magnetic resonance imaging, will be mentioned as well as their indications; however, they are required only in rare cases in which diagnosis remains uncertain or for pre-operative assessment.