Route notes
Why this routing works
This routing keeps the trip focused on Southern Europe with a simple westbound sequence from Portland to Athens, onward within Greece to Kerkyra, then across to Catania before the return to Portland. The stop order avoids backtracking and breaks the journey into three stays of 5, 7, and 4 nights.
At three weeks total, the pacing is straightforward for a single ticket covering an open-jaw style path across Greece and Italy. In economy, this kind of multi-stop setup is useful when you want fixed air segments between islands and mainland points without having to assemble separate long-haul tickets around them.
September timing fits well with this route length, giving enough time for a longer middle stay in Kerkyra while keeping Athens and Catania as shorter bookends. With a sold range of USD 1,425 to 2,174 in economy, the itinerary sits in a practical band for a transatlantic multi-stop trip with three European stops.