This paper presents an experimental and numerical investigation to clarify the effect of circular fins on the wake structures, the dynamic loading, as well as the flow–sound interaction mechanism downstream of a single finned cylinder in cross-flow. It is revealed that adding circular fins to the cylinder enhances the flow coherence along the cylinder’s span, strengthens the intensity of the vortex shedding process downstream of the cylinder, reduces the vortex formation length, and increases the dynamic lift force acting on the cylinder. Thus, adding circular fins to the cylinder makes the flow more susceptible to acoustic resonance excitation, compared to an equivalent bare cylinder. Three-dimensional numerical simulations of the flow field around the cylinder show that the flow is entrained between the fins which results in the generation of an accelerated jet-like flow in the developing shear layer region. The jet-like flow emanating from the fins leads to a closer and stronger shear layer roll-up, and hence a shorter vortex formation region. This, in turn, increases the fluctuating lift force on the cylinder, as the strong oscillating shear layers occur closer to base of the cylinder. Additionally, with the reduction of the vortex formation length, the base pressure coefficient decreases and therefore the drag force on the cylinder increases. These intrinsic flow features explain the global effect of circular fins on the vortex shedding process and there by on the excitation mechanism of acoustic resonance.