I think it depends on what you’re looking for (low crime, outdoor adventure, schools, arts, etc), but here are some of the best cities: New York City – New York City is one of the most popular cities in the world for a reason, mainly because it has everything, no matter what you’re looking for. I could use a bit more access to the outdoors, but Central Park and Prospect Park at least give you a place to run and bike if you leave near them. Pittsburgh – Pittsburgh? For real? Yep! Love it. It has a bad rap because it was a wasteland for two decades after the steel industry declined. But Pittsburgh has made a huge resurgence with a focus on health care, robots, technology, and awesome universities. The neighborhoods surrounding Pitt and Carnegie Mellon are full of awesome places and the downtown is twice as clean as NYC. Asheville – For the outdoor enthusiast. Asheville is a hip, artsy town with easy access to some great mountains. Portland – Hip and cool. Portlandia is like a little Seattle, except now it’s an equal rather than a little brother. San Francisco/San Diego – I don’t know which city I like better, but both are pretty darn cool. San Diego feels a little more laid back and calm, while San Fran has a bit more going on. Both have nice access to the water and outdoor adventure (a must for me). Worst cities: Miami – I may take some heat for this, but I greatly dislike Miami, despite its intense popularity. It feels incredibly fake and forced and everyone is incredibly image conscious. Maybe some people can look past this for its nice beaches and cool nightlife, but I can’t. As soon as I got there, I sort of wanted to get out. Cleveland – It’s pretty bare and boring. Town motto: “At least we’re not Detroit”. Detroit – To be fair, I think Detroit will make a big turnaround in the next 10 years or so just like Pittsburgh has done recently. However, right now, most of the city still feels like a semi-war zone, so it’s not the best place to be. But there has been some signs of a resurgence. All in all, it depends on what you’re looking for, but these are some of my fab cities.