The wettability of surfaces plays a crucial role in determining their applications, and slippery surfaces have been utilized in various fields. Especially, lubricant-infused surface (LIS) has been undergone extensive research over the past decade. However, LIS tends to lose its infused lubricant and consequently lose their slippery properties when exposed to harsh conditions. Therefore, there is a strong need to enhance the durability of the infused lubricant. Herein, two strategies are adopted to improve the durability of slippery properties against centrifugal forces and high-speed shear flows. One strategy is using re-entrant shaped nanocavities, and the other is grafting PDMS brush onto the surface. Anodic aluminum oxide (AAO) is employed to fabricate the re-entrant shaped nanocavities, and the durability of the infused lubricant is improved when the cavities have a smaller diameter. Furthermore, the shape of it significantly improves durability compared to nanocavities with a constant diameter. The grafting of PDMS brush is essential for enhancing durability, and an increase in the length of the PDMS brush results in a corresponding improvement in durability. The fabricated AAO-based LIS (AAO-LIS) maintains the slippery properties for 50 min under a high-speed water flow of 12 m/s. Also, it maintains its superior slipperiness for more than a few days when exposed to actual seawater. Furthermore, the frictional drag reduction performance of the fabricated AAO-LIS is assessed. The proposed AAO-LIS maintains a certain drag reduction performance durably even after losing its superior slipperiness, demonstrating its strong potential for practical applications across various industrial fields.