I have a lot -- and I mean a lot -- of time free next April and May. I want to do a great deal of island hopping, and I've gone through my old copy of Poffley's Island Hopping (2012 ed) and been to Matt Barrett's site plenty of times through the years. But I see conflicting information at points about whether to use a travel agency for a long, extended trip or whether to just go with the flow.
I know which islands I want to see and have no problem being "stranded" for a while if the ferry connections aren't just right, or detouring to another island off my radar for a day or two before heading to my destination. My travel plans include the likes of Rhodes, Crete, Santorini, Paros, Naxos, Corfu and Lesvos, so I plan on hitting different island groups. So my question really comes down to: Is it easy to find hotels as a fresh-off-the-boat guest in those places and at that time of year, or is it better to go with an agency?