I've done the loop a # of times. . .Winter or now (pre-rainy season) would be the best time to do it.
The paved road portion isn't really bad at all, yes a few potholes-but no big deal. The dirt road portion can be a little challenging at times--but definitely doable ( and I not a great dirt rider type). Can be pretty messy in the rainy season though--
I did the "loop" last weekend with my friend on his KLR 650 & my wee--no probs at all. A little "buggy" but certainly tolerable.
Beautiful sights. . .wildlife (many gators, snakes, birds, deer at times, etc.) & lush tropical landscape. Also, unique people living out there. I'm told that Al Capone even had a house/casino back there. Definitely bring your camera.
Feel free to call, let's do it.