It is primarily open between the months of March and November, with its busiest season being in the early fall, as multiple Canada and New England cruises use Flynn Cruiseport as either a port of call or port of departure.

Flynn opened the cruise terminal in 1986, and in its first year the port hosted 13 ships and 11,723 passengers.

These ships include: Massport reports that Flynn Cruiseport supports 1,000 jobs in the Boston area, as well as generates $56 million in business revenue.

[3] The port regularly reports its passenger volume numbers for each month it is in operation.

Due to the COVID-19 pandemic, no passenger ships departed from or made a port of call at the cruiseport in 2020.