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300 miles is quite something. If done by a 50cc, it'll take you more than a whole day, and expect your shoulders and bum to hurt like hell!
With a 150cc it's still a loong way! With a 250 it's acceptable, because you can go via the interstate, and reach it in a good 4 to 5 hours. Still expect shoulder and butt pains!
When I'm doing 250+ miles a day, I usually go with something bigger. Either a 150 for just sightseeing, a 250 if I go for the ride comfort and sightseeing, and occasional highway, or a 300+cc for highway riding; 500+cc for interstate riding.
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