The XpRienceThess Project connects Culture, Tourism and Creative Industry, aiming successively to enhance Sustainable Cultural Tourism in the city of Thessaloniki. The Project developed an alternative tourism product, which consists of walking tours with historical and cultural context under digital augmented reality applications that are integrated into the tours and highlight valuable historical monuments of the city. This tourist product offers tours to at least 10 points of historical and cultural interest in the modern history of Thessaloniki. Visitors have the opportunity to enrich their experience by using Virtual and Augmented Reality Applications, in their tours, which are accompanied by virtual material consisting of 3D animations, videos, audio and narratives, related to important historical events, which left their impact on the socio-economic life of the city during the 20th century and shaped its current social, urban, and architectural form. Also, a smartphone digital map application has been developed using extensive 3D information, to guide visitors during their tours and offer useful tips about the area. Visitors are exposed to views of the city as they could have seen it during the 20th century and the daily life of that time. The virtual applications that were developed offer to the user a broader picture of the city and a deeper acquaintance with characteristic historical sites of the city, as they have been reconstructed over the years and are points of reference nowadays.