A captive is an insurance company which underwrites risks as-sumed by its parent company or affiliates by utilizing a mechanism of alternative risk transfer. It is owned by a parent company other than the insurance or reinsurance group entity to which it belongs. Due to the liberalization of global financial markets and the elimination of trade barriers, the trend to deregulate financial supervision followed by regu-latory competition between captive domiciles has been noted. This pa-per first reviews the legal status of captive insurance and its economic functions for corporate risk management. While analyzing the competi-tion of current captive domiciles, this paper proposes the questioned regulatory issues, e.g. “domicile arbitrage” and “race to the bottom” ar-guments. Accordingly, this paper reviews the guidance provided by the International Association of Insurance Supervisors (IAIS) to follow the “Insurance Core Principles” specifically relevant to captive supervision. Meanwhile, this paper also conducts a comparative study of the legisla-tion of major captive domiciles, including those of Bermuda, Vermont and Singapore, so as to contribute proposals towards an appropriate reg-ulatory model for Taiwan. Eventually, this paper examines the related regulation issues of the Insurance Act in Taiwan and makes recommen-dations to the regulatory authorities for systemic reform in the future.