I live in Berlin atm, and spend a not insignificant amount of time in Italy. Honestly it will depend on you and what you want to get out of it. I'd go for somewhere with jobs appropriate for your skills/qualifications and also for somewhere that does not speak English primarily (my office is an English speaking office though YMMV). It will be harder of course, but more rewarding in the end. It took me 2.5 years to be approximately conversational in German, still not professionally fluent though. But I can at least talk shit at the späti with people. If I had to move again I would probably go to Portugal and try for a fully remote position.