If you’re looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Port-of-Spain: The hottest months are usually September and October, with an average temperature of 27°C, while the coldest months are January and February, with an average of 26°C. The rainiest months in Port-of-Spain are October, November, August and July, with each month seeing an average of 209 mm of rainfall.