Garmin Express is a software to manage Garmin devices (such as smart watches or navigation systems). The installer is freely available.
And regarding WineHQ it is “fully functional with some cosmetic glitches”.
Many Garmin users are looking for an easy solution (i.e. here, here and varous other threads).
There are also various tutorials to have it running on Wine (i.e. here, here, here).
PS: I’m not sure whether this is relevant but here’s a corresponding playonlinux thread.