The turbulent flow around two cylinders in tandem at the sub-critical Reynolds number range of order of 105 and pitch to diameter ratio of 3.7 is investigated by using time-resolved Particle Image Velocimetry (TRPIV) of 1 kHz and 8 kHz. The bi-stable flow regimes including a flow pattern I with a strong vortex shedding past the upstream and the downstream cylinder, as well as a flow pattern II corresponding to a weak alternating vortex shedding with reattachment past the upstream cylinder are investigated. The structure of this “reattachment regime” has been analyzed in association with the vortex dynamics past the downstream cylinder, by means of POD and phase-average decomposition. These elements allowed interconnection among all the measured PIV planes and hence analysis of the reattachment structure and the flow dynamics past both cylinders. The results highlight fundamental differences of the flow structure and dynamics around each cylinder and provide the ‘gap’ flow nature between the cylinders. Thanks to a high-speed camera of 8 kHz, the shear-layer vortices tracking has been possible downstream of the separation point and the quantification of their shedding frequency at the present high Reynolds number range has been achieved. This issue is important regarding fluid instabilities involved in the fluid–structure interaction of cylinder arrays in nuclear reactor systems, as well as acoustic noise generated from the tandem cylinders of a landing gear in aeronautics.