This paper seeks to model the spread of dengue fever in Singapore as well as the policies implemented by the government to tackle the problem, in order to evaluate the effectiveness of the policies implemented. It is found that both of the current policies implemented, namely fumigation and the “Do the Mozzie Wipeout” campaign, are limited in their effectiveness, and require constant monetary and labour input from the government in order to be sustained. Therefore, to better solve the problem of dengue in Singapore in the long-run, the self-sustaining solution of using Wolbachia technology is proposed and analysed.