Breakwaters are used in Ports and Harbors to create tranquil conditions for safe mooring of vessels and protection of harbor infrastructure. They are also used to regulate sedimentation and improve maneuvering condition for vessels at Harbor entrances. The functionality of the Breakwaters is achieved by attenuation of wave action on the leeside. However, the serviceability of the Harbor is lost when the Breakwaters are damaged. During Monsoon of 2022, the breakwater of a fishery harbor along the West Coast of India was damaged at the junction of Trunk and Head section. This paper provides an overview of how recent advances in technology have been applied for field investigations and model studies to assess the damage and combined with design for rehabilitation and strengthening of damaged breakwaters. To identify the causes of failure, field investigations and review & analysis of designs & data were carried out. Field investigations involved vertical control surveys, water level measurements, aerial topography, 3-D underwater imaging of the breakwater and its surroundings etc. A review of geotechnical investigations, oceanographic data, seabed engineering investigations and breakwater design were carried out. Underestimation of wave loading, insufficient crest level and deviation in design were identified as causes of failure of the Breakwater. Since the demolition and reconstruction of the Breakwater is not economical, the cross section of the breakwater was first designed as per site conditions. This was followed by strengthening of the existing breakwater to meet the site conditions. Laboratory tests were carried out to validate the designs.