What I often do is take vacations to check out areas I want to live in. In the past I've been to SF, Miami, NYC, etc each for a week to scope out what the area is like. I'd recommend doing that if you can, especially since you work remote. Take a week or two and go there (could be vacation/PTO or just work during the weekdays) and see how it is for yourself before committing to moving anywhere fully. There were many cities I thought I'd like but I just didn't after going there, like Miami.