Cianciana Sicily to Positano &...
 

I have friends in Roma, Veneto Venice), Positano & Cianciana Sicily. I was hoping to see them this May. Not sure how to organize this trip with the least amount of hassles but also not opening an arm & a leg. Advice?

Start with a good guidebook or two!

Seeing the highlights of Sicily will take 2.5 to 3 weeks. For the Almalfi Coast, plan on the better part of a week as a rough idea. Ditto for Rome. A few days for Venice.

You need to decide what YOU want to see and experience.

May is a delightful time to see these places. :)