Love DC, NYC, SF (spent a ton of time in The Valley for professional reasons), we've knocked around moving to the DC area, Pittsburgh is a fun city (where the wife is from ...), and we've also talked about relocating to there, getting a condo downtown. Been to Chicago a few times, most major cities in California, lots of time in Atlanta, several trips to Savannah which is very cool, and funny enough, very recently, we've been reviewing real estate in that area. Love the Florida Keys too, we have a place down there we generally go to 2-3 times a year, seriously, I'd put the Keys up against any ocean location in the world, it's pretty spectacular - we go to Orlando, or did, specifically Universal Studios 3-5 times a year, maybe when all this sorts back out, Florida will feel better.
That being said, hit the brakes, we're growing increasingly sick of Florida. I'm a native, so is our little G, we live in a beautiful area 2 blocks from the ocean, 2 blocks from the intracoastal, we have a boat ramp about 6 blocks away, convenient grocery on this side of the intracoastal, I spent my life in and around the water, surfing, boating, I lifeguarded, I've been bumped by sharks, I bombed 25 foot seas during storms, I've lived a lot of life here, but we don't know if we can continue to deal with the vibe around here ...