Agriculture practices have been increasingly becoming smarter in the last years with the introduction of different levels of nano, bio, electronics, and information technological advances. When it comes to the use of information systems in agriculture, new advances are needed in the design, implementation, deployment, management, and testing of software tools. Particularly, the concept of smart agriculture is entirely dependent on data coming from the field, collected by different measurement techniques. The growth in the use of computerized systems for data collection, classification, and processing, and consequently the generation of valued information, creates conditions to raise agriculture to new levels of sustainable production. Continuously taking smart agriculture to the next level of automation requires new contributions to the generation of knowledge beyond the current state of the art and the practice. Particularly, software tools are increasingly required to support the Internet of Things (IoT) and artificial intelligence (AI) concepts, together with the novel developments in software engineering and information systems. This special session aims at bringing together scientists and practitioners imbued with the development of concepts and technologies for a new breed of software tools to support the future of smart agriculture measurement.