The two-volume set LNBIP 590 - 591 constitutes the refereed post-conference proceedings of the 27th International Conference on Enterprise Information Systems, ICEIS 2025, which was held in Porto, Portugal, during April 4-6, 2025.The 31 full papers and 30 short papers included in these volumes were carefully reviewed and selected from 300 submissions. The purpose of the International Conference on Enterprise Information Systems (ICEIS) is to bring together researchers, engineers and practitioners interested in the advances and business applications of information systems, covering different aspects such as Enterprise Database Technology, Systems Integration, Artificial Intelligence, Decision Support Systems, Information Systems Analysis and Specification, Internet Computing, Electronic Commerce, Human-Computer Interaction and Enterprise Architecture.