A marine diesel engine, where the cylinder liner-piston ring (CLPR) pair is one of the most important rubbing pairs, is the heart of a marine system. Studying the lubrication characteristics of the CLPR will provide a guide for rational design of the CLPR to reduce wear and prolong its service life. The surface texture features have a significant impact on the lubricating performance of the CLPR. In this study, the tribological system of the CLPR was investigated. Different surface textures (such as different sizes of surface concaves and grooves, etc.) were designed and produced on the cylinder liners using surface treatment. A series of experimental tests were then carried out in a specially designed diesel engine tester to investigate the tribological characteristics of the treated CLPR pairs. The comparison analyses of the worn surface texture features, element content of the lubrication oil, and abrasive particle characteristics were conducted under different wear surface texture features and cylinder liner speeds. The analysis results showed that there were significant differences in the tribological and lubrication properties of the rubbing pairs in different wear surface texture features. The wear performance of the CLPR pair with a regular concave texture was superior to that of the concave and groove, and regular groove textures. In addition, the regular concave with a depth-diameter ratio of 0.1 was the most effective surface texture to improve the lubrication and wear properties of the CLPR pairs. It is believed that the knowledge obtained in this study provides the real practical basis for tribological design and manufacturing of CLPR pair in marine diesel engines.