I am having a similar problem as OP (in my 30s now but yearn for the social environment of 20 somethings) and am debating digital nomading a bit to change my environment, as where I live seems to pose a lot of psychological inertia since I spent most of my life here and fall into the same patterns - everything seems like I've "been there and done that". The idea of weighing the ROI and being responsible for my own fun is a much needed reminder so thank you for this comment, I really needed it.