Came here to say the same. The cities boomers grew up with are not the cities of 2022. Most of the interesting things that exist today in cities either didn’t exist for boomers when they were our age or was incredibly scarce and only within the reach of extremely wealthy.
If you want the boomer city experience, you need to go pick a city today that compares to a NYC, LA, Miami or SF in the 1960s and 1970s. Nothing like 2022 NYC, LA, Miami or SF existed in the 1960s and 1970s.