I do a 45 minute carpool with one of my guitarists to our biweekly jams. He lives about 5 minutes away from me. We trade off the driving session to session. Works OK.
I would prefer to drive alone. I prefer doing my driving solo and I'm not a great passenger. What kills me is he's always 5-10 minutes behind schedule. I'm the guy who thinks you're late if you're not five minutes early. Also, I like to stage my gear in the car well before leaving rather than rushing the load in when its his turn to drive. And of course its better for the environment.
Even with all my peculiarities, we make it work. We have awesome conversations and the drive feels like 15 minutes, not 45.
However, in one band years ago, I was kind of coerced to carpool with the keys player in that band - he didn't own a car and we jammed way out in the suburbs. Again, he lived only a few minutes away from me but he lived on a busy street with no parking so it was always a game to get him loaded in. It was also winter, so that was a double pain. He was never ready on time and smelled like he smoked 1000 cigarettes just before getting in my car. That situation didn't last long.