St. Petersburg (FL), United States — ranked month by month from data: temperature, rainfall, snow, and peak hazard seasons. The standouts: December, March, January.
Best · December & March
About St. Petersburg (FL)
St. Petersburg is a city in Pinellas County, Florida, United States. As of the 2020 census, the population was 258,308, making it the fifth-most populous city in Florida and the most populous city in the state that is not a county seat.
— condensed from Wikipedia ("St. Petersburg, Florida")
Each month is scored on temperature comfort (18–27°C avg high is the sweet spot), rainfall (more rain days = lower score), snow days, and peak hazard seasons (hurricanes, monsoons, etc.). Green-tier months are within ideal range with no major issues. Yellow are workable but with trade-offs. Red has at least one significant problem — extreme heat or cold, heavy rain, or peak storm season.