So looks like Apple is offering a personalized set up option for those who would like it when you get your Apple watch over video chat. Nice touch Apple.
This would be great for people that don't know about the iMore site. However, with all the coverage and videos here, I feel pretty comfortable doing the setup myself.
Most stores can probably arrange a lesson also, as they have training centers and classes at many locations. Our local store on Walnut street has such a service. I pretty sure they will eventually have watch classes or individual lessons you can schedule.