Took a week off to “test-drive” retirement in Singapore… and now I’m questioning early retirement

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I cleared a week of leave and decided to “simulate” what it might feel like to retire in Singapore by planning a bunch of activities during my time off.

I found a few free workout classes during weekday lunch hours and attended some of them, but I realised something unexpected: Singapore is really, and i mean REALLY quiet during weekdays. Most people are working, most events only happen at night, and even volunteer opportunities, which I assumed would be plentiful, are actually quite limited or fully booked unless you register well in advance. I also realised that there are plenty of volunteers in Singapore so tbh i dont feel like i’m needed lol

After exploring so much of Singapore over the years, I’m finding it surprisingly hard to fill my daytime schedule with things that feel meaningful or interesting. It made me rethink the idea of early retirement… I honestly can’t imagine having this much free time every day.

For those of you who have already reached FIRE or semi-retirement, did you experience this too? How do you navigate having so much unstructured time on your hands?

Posted Dec 9, 2025, 8:40 AM UTC

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