Caissons are large steel or concrete structures that sink into the ground under gravity to create a stable foundation. These deep foundations are often used for bridges, piers and offshore platforms. Caisson foundation construction is often hampered by sinking challenges to the required depth. Several bridges in India and Nepal face the problem of caisson sinking to the intended depth. Literature reviews report various such projects, which involve loss of time and considerable costs in the failure of caisson sinking. The feasibility assessment of Caisson sinking involves evaluating site lithology, Caisson design, sinking methods, Environmental issues and Cost analysis to understand the phenomena and determine the necessary steps to support sinking. Analytical models and numerical methods are used to simulate the sinking process. An analytical approach is needed to assess the comprehensive sinking potential of the caisson to minimise risks and plan proper execution. The study aims to develop a quasi-static methodology to assess the feasibility of caisson sinking under gravity loads using the analytical limit equilibrium approaches. Caisson undergoes sinking by its weight against the net upward sinking resistance of the soil. The bearing capacity analysis is performed to assess the sinking resistance, and a safety factor for sinking is evaluated for the caisson in different soil strata and underwater depths. The approach presented allows consideration of additional measures required to support sinking, which may include excavating internal soil up to the cutting tool, Kentledge loading, circulating bentonite or polymer base slurry, installing a steel cutting shoe on the caisson tip and applying water jets to reduce end bearing. The study compiles data and results from various site geology across bridges from north India and checks for the feasibility of sinking.