Glass fiber-reinforced polymers (GFRPs) are a unique class of materials in machining because unlike metals, they are not homogeneous. Given the inhomogeneous and anisotropic nature of composite materials, their machining behavior differs in many respects from that of metal machining. With metallic materials, the cutting force is uniform during drilling. Given GFRPs, drill bits are subject to variable cutting forces, whose responses to machining vary significantly. During GFRP drilling, heavy vibration is undesirable and results in rapid tool wear. The cutting condition can be controlled effectively to avoid heavy vibration by applying the appropriate cutting parameters. Hence, the most suitable cutting condition must be selected for proper process control. This study investigates the influence of vibration as a result of changes in cutting condition, drill diameter, and the number of holes. This influence is continuously monitored by the vibration signals generated during GFRP drilling with a TiN/TiALN-coated carbide drill bit. Experiments were conducted on a computer numerical control milling machine. The input parameters used for various cutting conditions were spindle speed and feed. The vibration signal was measured with an accelerometer, and its fluctuations were examined by a non-linear technique called recurrence quantification analysis (RQA). The influence of these fluctuations on vibration and their effect on tool life were also determined using RQA parameters. These parameters include percent recurrence, percent determinism, and percent laminarity. They have been used to study the effect of continuous fluctuations in vibration signals during drilling. This study confirmed that the RQA technique has potential for use in the investigation of a dynamical system.