Circular cylinders are important classes of environmental and engineering targets which act as depolarizing features, such as pipes, cables, rebar and tree roots. Two-dimensional plan survey using the linearly polarized Ground Penetrating Radar (GPR) is verified as an effective method to obtain the full-resolution image of subsurface objects and architecture. Compared to the regular measurement, a circular measurement using bow-tie antenna is proposed and shown its obvious advantage to map subsurface crossing cylinders with unknown orientations. The configuration of circular measurement is also an important index for obtaining a high-quality image; meanwhile, the proper spatial sampling interval can reduce the data acquisition time which is very important factor in field survey. A field measurement using 500MHz bow-tie antenna was carried out in the sandpit and validated the effectiveness and feasibility of the proposed circular measurement.