Can’t decide on how long I should stay in Japan for sakura season 2025

I’m a WFH freelancer and I have 2 options when it comes to my stay. The idea came to me when I realized that tickets are more expensive than the money I would be spending on everything else combined. So here are my options:

1) take 2 weeks off of work and visit the places I wanna see as fast as I can. (Tokyo-Kyoto-Osaka) – this was my initial plan and I have a 14 day itinerary pre-planned.

2) Stay 30-40 days and just work from there. I work Monday-Friday from 4PM-2AM JST. I could still take several days off during my stay. As long as I find a quite place to work from I can work from anywhere. I have calls and zoom meetings.
I could travel and sightsee during the day and then go back to work. But as I have never been to Japan before, I’m not sure how far this is possible.

So any tips to make it work? Would you advise for or against option 2?

by Patizleri

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