You use the phrase ‘Out on the Town’ to describe the act of going out to enjoy
yourself, particularly in the evening.
Example of use: “We went out on the town last night. First we had dinner, then we caught a comedy
show.”
No one is certain when the expression ‘out on the town’ was first used. The term became popular after a stage production called ‘Out On The Town’ was performed in 1944, and it gained even more popularity when a film by the same name was produced in 1949.