My $0.02 - experiment with it - grab a few different vitolas of the same blend and take notes while smoking and try to compare them.
This, my size preferences are all over the charts just due to the flavor profiles that differ with the different sizes. Like in the Est. 1844 i like the No. 52, in the 5 Vegas Classis i like the double corona (although i'd bet the panatela size would be good too...), and in the AJ Fernandez' Fresh-Rolled i like the corona.
It mostly depends on 2 things for me the blend and how much time I have. Others have covered the wrapper to filler ratio already. Now keep in mind RG is what matters more than weather it's a toro or robusto etc. A toro could be 6x50 or 6x54 etc which makes a difference. I tend to love cigars 7x48 myself. I prefer 48-52 RG and usually nothing bigger than a 54. Again though different blends vary for what vitola I like best.
What everyone else said here but, also I find you have to be more "careful" how you smoke the smaller ring guage vitolas. They can heat up very quickly if you're not used to smoking them with a little care. i.e. too fast.
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