Hi Rusty,
Our ventures to these parts have been self planned (mostly by Wayne!) and self supported, although we have always used hire bikes in various locations and they have overall been fine.
Dolomites is a great riding and scenic location – not too difficult to pick 2 or 3 locations (e.g. Bormio, Cortina) and do 2 or 3 days riding from each one, or just go with a tour and let them do the work.
Garry