I remember phoning him and cancelling due to snow in the first year of us working together and he didn't suggest skype then, so I guess he doesn't do so routinely.

Last time, which was about 18 months ago, we had already been working together a long time, and he would have known that I wouldn't do well without a session, but I honestly can't remember whether I emailed him like "I can't get over there, could we skype?" or whether I emailed him about the weather and he responded offering skype.

I don't think he would have a problem offering it directly now.