There is no 'trick'.
AFAIK Calibre won't be in the Send To menu unless there is a shortcut to calibre.exe in the Send To folder, and I'm pretty sure calibre itself doesn't add it at install time.
Could you post a screen shot of what doesn't work.
The boxed items in the attached screen shot were added by me, I'm not sure about the Evernote item, I may have added it, or the Evernote install might have added it. Can't recall why I added Books (it's a calibre library), but I will get rid of it, sending anything there will 'corrupt' the library
BR