AbstractThis paper provides insight into the behavior of a stiffened caisson anchor under inclined cyclic loading in calcareous silt. A series of tests was conducted in a beam centrifuge. A monotonic test was first performed, quantifying the pure monotonic capacity, and then four cyclic loading tests varying the mean load, amplitude, and number of cycles. Cyclic soil characterization T-bar tests and caisson tests were linked. Undrained cyclic T-bar tests led to generate excess pore pressure, resulting in degradation of soil strength and stiffness. For partially drained cyclic caisson tests, the excess pore pressure generated during initial undrained monotonic loading experienced partial dissipation. Healing due to consolidation outweighed the damage due to initial pore pressure generation. Postcyclic monotonic capacity was found to be up to 35% higher compared with the pure monotonic capacity unless the anchor failed during cyclic loading. Measured rotation indicated the evolution of anchor failure mechanism. Caisson capacity under inclined loading was presented as a failure envelope, with the effect of cyclic loading accentuated. The contribution of the soil–chain interaction on the caisson capacity was minimal. No trenching was apparent on the soil surface, and no gap was formed around the anchor in the considered centrifuge testing conditions.