The operation of offshore vessels is directly related to the use of flexible pipelines. The article describes in detail the analysis of power, geometric, kinematic and technological parameters that affect the main operational characteristics of these pipes during their operation under water, in rough sea conditions and under wind loads. The article describes the degree of dependence between loads on the pipeline and velocity of the oncoming flow, the geometry of the pipe and the distance to the rigid surface of the ship’s hull or the seabed. It was determined how the flow velocity during parametric oscillations of the pipeline in unrestricted flow and near the surface of the seabed affects the change in its drag and lift coefficients. An estimate of operational limits of flexible pipeline instability was obtained. On the base of changes in distributed load, specific values for safe lengths of pipelines were formulated. It has been stated that the probability of failure-free operation of a flexible pipeline at a level of 0.99 is directly determined by the frequency of its oscillation. Its numerical values should always be at a level that does not exceed 3.7% of the frequency of pipe dynamic oscillations.