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I have a Montana, not sure how it might be different. However, if I go to Setup > Routing and choose Hiking or Pedestrian for activity, there is a menu for off-route calculation. What have you selected there? If you choose prompted, it should alert you when you go off-route.
However, if you choose Direct Routing as an activity, you will not have an off-route calculation menu.
Sounds like a good project and I hope you get some responses. But I think you have come to the wrong place. For starters, there is very little activity on this site anymore. Beyond that, when someone does come here it is generally to ask a question like "how do I update the map on my Garmin GPS?" This has always been a consumer-focussed site, and not a place to discuss complex technical topics. :)
And before you ask... no, I have no idea where you would find a site to discuss this kind of thing, sorry.
There's Garmin's legacy program, Mapsource, that was discontinued a number of years ago. It will use the same maps that are already installed in Basecamp. It's worth a look, but if you are looking for something "intuitive" then you may not be impressed. :) https://www8.garmin.com/support/download_details.jsp?id=209
Also "Tyre to Travel" which was originally a shareware program that only worked with TomTom devices, but the new version also supports Garmin. www.tyretotravel.com
3000 segments is the total of all the segments of all the maps installed everywhere. So you need to add the segments of the maps in internal memory plus any maps on the card. You also need to add any mapping that was originally included on the device, such as the basemap. It makes no difference if a map is disabled, it still counts towards the 3000 limit.
I don't understand how two maps could have zero segments. Perhaps they are the timezone map and something similar? All that will be significant are full map products that you have installed.
Actually it's not that easy. Don't know about the EU, but here in the US, Garmin no longer sells maps that you can install on your computer. Period. In the past, the only way to do this with a purchased Garmin map was to get the DVD version. Garmin discontinued these several years ago.
Now City Navigator is a separate case, if you have a device with a pre-installed City Navigator Map (mostly automotive devices), then you can use Express to install the map on your computer. AFAIK, this is not possible with any other Garmin maps.
But I just had a chance to fire up my PC and checked one other thing for you. It is very simple to see how many map segments you have on your GPS, just get Javawa's free Device Manager program
Connect your GPS and run this program. It will scan the device and report how many segments are installed on the main screen.
Also, Garmin used to have a very useful page that summarized the file specifications for all their devices, but the link no longer works and I couldn't find it elsewhere. Typical Garmin. :O)
But this site has an even better summary than Garmin's original:
they say the GPSMap64 allows approximately 3000 segments