Windows 10 LTSC gets updates until mid 2028 and if you use the IoT version 2032, both of which are full versions of Windows. And by all updates I mean security too. For free.

As for sailing the high seas, if you have the installers now for the software you are using, now would be a great time to see if they are available and back that stuff up or break down and purchase it. It is up to you.