Long trips in the car can be trying.
I like the 9R Bianchi AKA Steve McQueen rig.
My Milt Sparks Versa Max works great too.
Both are very comfortable.
The seat belt is the issue here.
I'll take 2 holsters along on a long trip and my 642 plus the 36.
If on the Harley I think a LH rig would work well or dual 9R for my 66 and 640. Giving instant option of 38/357