This year I had a lot of free time (because of corona) so I created a google maps document with Digimon real life locations (click here to check it out) and a document for Digimon Tamers real life locations (click here to check it out). The first link includes the first two seasons (and movies), Tri season and the new Digimon Adventure: reboot. I didn't find all of the locations but I found a lot of them - I live in Europe so the only way to find the locations is through the google maps.
From the first season (and everything connected to it) it's mostly Odaiba with a few locations around Odaiba. I watched Odaiba through the google maps so many times that I probably won't even need a map when arriving there. Besides Odaiba I made a research of Hikarigaoka - the place where DigiDestined lived in the first movie - before the first season. There are also a few places outside Tokyo that were shown in the seasons - for example Kyoto. I remember when I was in Kyoto and I knew that Yolei was visiting a temple there and we were searching for it but were too late and it was already closed. So we just made a few pictures of the temple's entrance.
Digimon Tamers locations are all around Tokyo Metropolitan Government building and Shinjuku central park. We visited the park already before but the only thing we found was Guilmon's secret home. So this time I put pins on the exact points where the locations should be located. So I hope this will help with the search. I remember when I went to the park the first time in 2017 and me and my sister were walking in it and some cute kid ran toward me and he stopped and showed me his insect cage full with bugs (I think he was collecting beetles) and I really didn't expect that so I just turned around and walked away (the bugs were terrifying). I knew this was a thing in Japan but I really wasn't prepared for it.
Besides the first two seasons and Digimon Tamers I didn't really research for any other real life locations from other seasons. I'm not that attached to them as I am to the first three. I will probably check around Toyosu - Koto City because I like the walking path that was shown in the Digimon Xros Wars, but that's probably it. It looks like a nice place to see even without it's connection to Digimon.
In the 45th episode of Digimon Appmon you can see the Nakano Broadway (it's called Nakano Broadstreet in Digimon) and in 2017 we had a hostel in Nakano City and we went to the Broadway a few times to eat or shop and it was such a surprising feeling seeing it in Digimon and recognising it right away. Nakano Broadway is also shown in the Digimon's playstation game Digimon Story: Cyber Sleuth. I think the Broadway is famous for its many anime and idol goods but I had one of the best Udon soup there.
That's pretty much everything about my "preparations". I hope it will all go as planned and to see all the locations I found and more.
See you soon!