I went on Bubba's fall ride ("Bubbafest") back in 2012. This is a one week round trip ride from Key Largo - Key West. I had a terrific time, and learned that he was doing coast to coast rides in the spring. I think that in 2012, the number of riders was less than 20, and now is over 40 for the 2014 tour. Here's a link to Bubba's web site if you would like to check out all of his tours
http://www.bubbaspamperedpedalers.com
The coast to coast ride is fully supported. In fact Bubba will take care of my tent and air mattress, baggage, breakfast and evening meals -- and even does laundry service twice a week! Plus, the staff includes a bike mechanic, massage therapist, and chef (complete with a professional kitchen on wheels). About the only thing he doesn't do is pedal my bike!
Here's a picture of the riders who completed last year's tour.