The “Magna Graecia” territory of the Mediterranean Region that spans Italy, Malta, Greece, Turkey and Cyprus, has historical and archaeological attractions that could be a key factor in developing tourist destinations and promoting sustainable tourism. Here there are many coastal towns and villages that have a rich social and cultural history as fishing and trade ports. Throughout this history they have been connected by the ancient transnational trade route called the “Maritime Silk Road” and this can be exploited when considering alternative operating methods for expanding sustainable maritime tourism.