I’m pretty early in my design career, so my experience doesn’t hold too much value, but I am working two different design gigs (one remote, one local) at the moment. I really thinks it just depends on the structure of the companies that you work for and making sure there’s not conflict of interest. The company I am working remotely for is a smaller company (UX/UI/software) and about 50% of their employees work remotely anyway, but I started with them locally for about 8 months before moving to the east coast for this other job(pure industrial design).
Honestly it’s been a really refreshing experience for me and I can definitely empathize with you of a daily routine or city becoming stale. It seems that you are pretty established, but if you can make it work I’d recommend it.