Lake Como and Santorini
 

Would love to spend 5 days in Lake Como and 5 days in Santorini. What is the best way to travel there?

Fly from Milan to Athens for a connecting flight to Santorini.

There are direct flights either way with Easyjet and Meridiana depending upon when you travel.

Most direct Milan - Santorini flights start end June. Until then you best change at ATH. Departures from all 3 Milan airports.

Como to Malpensa Airport can be done cheaply by train without going thru Milan Centrale - change at Sarrano or some such station - Nord Milano railways, not part of Trenitalia - operators of the old Malpensa Express going to Cordona station in Milan.