The drastic growth in the tourism industry is continuously raising questions for destinations regarding competitiveness in today's global market share. For small island destinations, destination management in the terms of marketing is a crucial factor that defines the competitiveness and success of smaller islands in order to remain competitive and economically benefit in the fast growing tourism industry. The purpose of this study was to uncover specific marketing strategies that needed to be incorporated within small island tourism destinations. To fill in the knowledge gap within the marketing of small island tourism, a case study was conducted by examining the challenges and opportunities in two small islands, Öland and Gotland, located in Sweden. The findings of the case study revealed the significance of cultural tourism and its role in the marketing of the destinations. The cultural attributes include the importance of heritage and nature; by providing unique travel attributes that step out of the typical 3S (sea, sun, sand). The findings were looked upon from local residents, businesses, and local tourism organizations which both concluded that cultural attributes are important factors to consider to solve the seasonality challenges with a clear market segmentation in order to continually remain competitive.