The scarcity of resources, the limited land, and the overstressing of tourism, as well as the estrangements of movement, make the insular territories relevant case studies in terms of their regional management and governance and, consequently, sustainable development. Thereby, Transportation and Infrastructures’ Sustainability in these territories is not an exception. In this regard, the present study, through exploratory tools, expects to analyze, using accessibility and connectivity indicators, the impacts over the social-economic sphere that the local Transportation and Infrastructures may deliver to the populations of the Canary Islands Archipelago. The study enables us to identify the islands of La Palma, El Hierro, Fuerteventura, and La Gomera as those with better accessibility patterns.