When I lived in PCola I lived downtown in a condo. They had what they called Gallery night. I never attended. I don't do crowds.

https://gallerynightpensacola.org/

As you're getting closer to the bay there is an food truck area. I LOVED EATING THERE. Man, that food was good. They had a little eating area and by little I mean less than a dozen tables if that. They had suspended misters to gently hose you down to keep you cool.

NAS, Ft Barrancas, the lighthouse, are a few of the places that I used to like to hang out at. NAS is great for families. They have 3D movies and rides, so no light weights allowed!

https://www.google.com/travel/things-to-do?g2lb=2502548%2C2503771%2C2503781%2C4258168%2C4270442%2C4306835%2C4317915%2C4371335%2C4401769%2C4419364%2C4429192%2C4482438%2C4486153%2C4509341%2C4515404%2C4545890%2C4578350%2C4584145%2C4270859%2C4284970%2C4291517&hl=en-US&gl=us&ssta=1&dest_mid=%2Fm%2F0rkkv&dest_state_type=main&dest_src=ts&sa=X&ved=2ahUKEwjn89Dt_-XxAhVOZK0KHRiQDf8QuL0BMAt6BAgLECk#ttdm=30.331720_-87.297920_10