We are planning a trip to Sicily in late September/early October. Sadly, I can't think of a way to sneak in the Aeolians without adding a lot more time. DH doesn't want to extend beyond 10 days. Here's what I've come up with after reading and based on interests. We will have a car.
Palermo (two nights), including Monreale. Would love to see Cefalu but perhaps too ambitious.
Scopello/Segesta/Erice - sleep somewhere in vicinity (one night)
Piazza Armerina or Enna (which is best base?) to see the Roman villa (one night)
Modica or Ragusa (one night)
Siracusa (two nights)
Taormina (two nights)
Depart from Catania
I'm sure some will say this is moving too quickly and I'm not crazy about three one-nighters, but I don't think we'd want to limit ourselves to only east coast or only west coast touring...We would love suggestions for places to stay and also what do about Mt Etna--we have a toddler, so I'm not interested in the Jeep tours or any kind of climb or trek. It would be preferable to be able to drive somewhere in the foothills to have a look at the area, go for a short walk, and maybe a place for wine tasting.