Chaotic itinerancy—irregular switching among metastable collective states—provides a dynamical substrate for flexible social coordination, yet its mechanistic origin in multi-agent systems remains unclear. We present a multi-agent Active Inference model in which chaotic itinerancy emerges from Expected Free Energy minimization without outcome-level social priors. Agents select actions to minimize Expected Free Energy while updating preferences through a precision-gated learning mechanism modulated by interpersonal trust. Hill-function nonlinearity in state transitions creates bistable “affordance landscapes” that gate behavioral mode switching. Simulations with small number of agents on an Erdos–Rényi trust network reveal spontaneous alternation among multiple metastable behavioral clusters, heavy-tailed dwell-time distributions, and sign-changing finite-time Lyapunov exponents—three hallmarks of chaotic itinerancy. Crucially, replacing Hill-function dynamics with linear transitions reduces the chaotic-itinerancy detection rate from 80% to 20%, demonstrating that nonlinear affordance structure is necessary for generating metastable switching. We further show that agents with simplified internal models of the world sustain richer itinerant dynamics as a group than “perfect-foresight” agents, suggesting that bounded rationality may be functionally advantageous for maintaining behavioral flexibility. These results establish active inference as a principled framework for modeling chaotic itinerancy in social systems and offer a computational account of trust-mediated collective transitions observed in theatre workshops and group dynamics.