Companion for several day ride in WI or Southern California

69 male retired physician / minimally disabled and bored male seeks companion(s) for “mini tours” preferably in southern California or Wisconsin though open to other possibilities. I live in Chicago but frequent the San Diego area. I have ridden from Santa Monica to San Diego (and back) a couple of times, and from San Francisco to Costa Mesa years back and would love to do it again. Perhaps from Santa Barbara to San Diego? Prefer not to camp. Also, I have mapped out a route for a several day loop in Wisconsin on gravel which looks good on paper. Not interested in speed even if I am “type A” as a few stops to smell the roses and take pictures or video along the way would be great.