The thrust of this paper is to develop a new theoretical framework, based on large deviations theory, for the problem of optimal asset allocation in large portfolios. This problem is, apart from being theoretically interesting, also of practical relevance; examples include, inter alia, hedge funds where optimal strategies involve a large number of assets. In particular, we also prove the upper bound of the shortfall probability (or the risk bound) for the case where there is a finite number of assets. In the two‐assets scenario, the effects of two types of asymmetries (i.e., asymmetry in the portfolio return distribution and asymmetric dependence among assets) on optimal portfolios and risk bounds are investigated. We calibrate our method with international equity data. In sum, both a theoretical analysis of the method and an empirical application indicate the feasibility and the significance of our approach.