Route 66 trip - May/June ‘21

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I’m seriously thinking of taking a Route 66 road trip this year, in May and/or June. I’d start in Chicago and then head west to Santa Monica.
Have any of you done this trip and if so do you have any observations you could share? I keep my bikes in Georgia, so I’d have to ride to Chicago from Atlanta first, and when done I’d ride back to Atlanta from California. I thought about shipping the bike to California, flying out to get it, and riding the route in reverse... but I’m not sure if that’s a smart idea or not. If I ride round trip, I’m thinking the trip would take 30 days, give or take, and would cover somewhere around 5000 miles. If I shipped it, I could save a week but the hassle seems a bit much. If anyone has done this ride, in any fashion, I’d love to hear your thoughts.