I'm in the VERY preliminary phase of planning out a trip to Sicily for this May and I'd love to have the Sicily experts in the Forum chime in. Here is my very preliminary itinerary:
Day 1: Arrive in Catania; overnight Taormina 2 nights)
Day 2: Taormina
Day 3: Syracuse (Overnight Noto or Syracuse 2 nights)
Day 4: Noto / Modica / Ragusa
Day 5: Villa Romana del Casale/Agrigento (Overnight Agrigento 1 night)
Day 6: Selinute/Trapani (Overnight Tripani/Erice 3 nights)
Day 7: Tripani/Erice area
Day 8: Tripani/Erice area
Day 9: Segesta /Palermo (Overnight Palermo 3 nights)
Day 10: Palermo/Monreale
Day 11: Cefalu
Day 12: Depart Palermo airport early am
We'll have a car and will arrive in Catania and fly out of Palermo - flights are already booked! With the above itinerary, I still have 2 extra days to add in the itinerary beyond what's listed above. I'd love to get feedback on the itinerary and what to add/subtract or give more or less time to. Ideally, I want to minimize hotel changes (we're very OK with day trips).
About us: We're both very seasoned travelers (I've lived in Europe and we've been to "mainland" Italy many times), we tend to like towns and landscapes over large cities, aren't big museum people, but do love great architecture, churches, wine and food. It'll be May and we're not really beach people when we travel in Europe, so swimming/tanning probably isn't in the cards for this trip.
A few things right off the bat: we're not interested in going up on Mt Edna; I'd love some thoughts/feedback as to whether to stay in Syracuse or in one of the other Baroque cities, eg Noto and staying in Tripani vs up in Erice.
Hopefully that gives you all enough info, but if I'm missing some important details please tell me!