The progressive demographic change into an aging population affects several aspects of our lives, including tourism. The profile of older travellers as well as their expectations, needs, and motivations are changing. Tourism, being one of the most dynamically developing sectors in Greece, should consider new trends. Given the noticeable ageing trends in modern societies, the tourism of older people in Greece is a sector with great prospects of development for the benefit of all, as well as a significant part of the silver economy. Older people are undeniably important customers for the industry of tourism in Greece, whereas older tourists are more flexible in the time periods they can travel, and their time spend in holidays is more than younger tourists per trip. The survey of the Silver Guide program was aimed at investigating the needs of today’s silvers travellers in Greece. The results of this research highlight the general needs and preferences of tourists who visited Greece in 2021 (i.e., amid the COVID-19 pandemic), as well as those who consider visiting Greece. The conclusions can be used to evaluate and develop services and products for tourists of these ages in Greece, as well as for the better utilization of the dynamism of silver tourism as an economic leverage for development at local and national level.