A multiple target optical imaging apparatus performs optical imaging of a plurality of physically-separated imaging sites using a light source, a two-dimensional detector and a plurality of fiber bundles. Each fiber bundle has a distal end positioned adjacent to a different one of the imaging sites, and conveys source light from its proximal end to its distal end, while conveying an optical signal from its respective imaging site from its distal end to its proximal end. The optical signals may be simultaneously detected on different regions of the detector. The system is small, and may be used to image sites on an ambulatory animal, with the light source and detector located in a portable housing attached to the animal. Different types of imaging may be used, including fluorescence imaging, hyperspectral imaging, or polarization imaging.