High-speed underwater vehicles are subjected to complex multiphase turbulent processes, such as the growth, development, shedding, and collapse of cavitation bubbles. To study the cavity evolution and pressure pulsation characteristics, in this paper, cloud cavitation over a conical axisymmetric test body with four pressure sensors is investigated. A multi-field simultaneous measurement experiment method for the natural cavitation of underwater vehicles is proposed to understand the relationship between cavity evolution and instantaneous pressure. The results show that the evolution of cloud cavitation can be mainly divided into three stages: (I) the growth process of the attached cavity, (II) the shedding process of the attached cavity, and (III) the collapse of detached cavities. The evolution of the attached cavity and collapse of the large-scale shedding cavity will cause strong pressure pulsations. It is found that the cavitation number plays an important role in cavitation evolution and pressure pulsation. Interestingly, as the cavitation number decreases, the fluctuation intensity of cavitation increases significantly and gradually presents obvious periodicity. Moreover, the unstable cavitating flow patterns are highly correlated with the time domain and frequency domain characteristics of pressure. Especially, as the cavitation number decreases, the main frequency becomes lower and the pressure band becomes more concentrated.