I flew a similar trip in my light sport plane two years ago. It is only marginally faster than the R22 and the legs are not that different. I found a number of challenges.
1. Food - this was a never-ending problem. Most GA airports are 3 to 5 miles from the nearest town. Trying to find breakfast or lunch was mostly a miss.
2. Where to stop - as hard as I tried to plan my stops, few actually worked out. Weather, the need to eat, and other issues meant I ended up at airports for the night for which I had no info on services.
3. Weather - I spent 7 days out of 17 sitting in hotel rooms waiting for the weather to clear.
4. Transportation - with food and motels 3 to 5 miles or more from food and hotels getting to the food and motels was a constant challenge.
I wrote a daily blog on this (for my own benefit, no one else reads it) which provides some insight into the reality of such a trip in a slow, short-legged, aircraft. You can read it here. It's in reverse order so you might want to navigate back to the beginning to start with.
https://garyscircumnavigation.blogspot.com/
Although I griped at lot the memories I have now are priceless. I am really glad I wrote this blog because I'm sure I would have forgotten many of the experiences by now.