The Globally Important Agricultural Heritage Systems (GIAHS) program, promoted by the Food and Agriculture Organization (FAO), recognizes the multifunctional role of agricultural heritage systems. Traditional terraced landscapes represent important touristic destinations, and Chianti is one of the most well-known areas of Italy for rural tourism. The high-quality landscape of Lamole, consisting of forests and terraced agricultural areas, is included in the Italian National Register of Historical Rural Landscapes thanks to local farmers who recently restored the traditional landscape, considering it important both for tourism and product quality. The main aim of this research was to investigate, using anonymous questionnaires, whether tourists are aware of the characteristics of the Lamole landscape in comparison with other parts of Chianti. Results show that tourists clearly express their preference for the traditional landscape, which is comprised of a mosaic of agricultural patches with dry-stone terraces and forests, and that the level of landscape diversification is similar to 180 years ago. As tourism is a major resource, public institutions should support farmers in preserving the traditional landscape, investing in paths and information, as requested by tourists. The methodology has proved to be useful for addressing local planning, and to help farmers to achieve sustainable development in well-known touristic rural areas.