The European Directive 2011/24/EU establishes the rules for the access to cross-border healthcare to ensure the mobility of patients and promote cooperation between the different Member States. This study aims to understand its impact and the role that medical tourism can play in the healthcare context in Portugal. On the one hand, it makes a reflection on the challenges arising from its adoption, and, on the other hand, it discusses the possible impacts of its implementation, specifically in two sub-regions of the Central Region, and the role of medical tourism in light of the views of health policymakers and other local and regional stakeholders. The attractive conditions of Portugal translate into a potential destination for medical tourism; however, the transposition of the Directive reveals several weaknesses. Only through the design of a strategic plan of action, necessarily collective, participative, and accountable, that lists the supply, the potential demand, and priority options for the country and for each region, it is possible to effectively develop medical tourism.