I know from my research so far that the Jan/Feb isn't the "best" time of the year for Greece, however I'm turning 50(!) at that time and my wife and I want to spend my birthday in Greece, plus we're from Central Ohio so to us 50°F and rainy is like spring-like, especially since it will likely be 0°F and snowy at home. We've had great success staying at places found via AirBNB.com so we plan to do that again.
Here's what we've not so firmly decided so far...
Fly into Athens and fly straight to Santorini, spend 2 days/nights there, fly or ferry to another undetermined island and spend 3 days/nights, then fly/ferry to the mainland, rent a car, drive to Athens and spend 4 days/nights there.
My questions so far are:
We don't mind a party but aren't partiers. We love great, authentic foods, great sights, history/architecture/ruins/etc, and really anything non-touristy. With that in mind and considering the time of year and limited ferry availability, what island would be a good choice for between Santorini and Athens?
Will we have trouble catching ferries between Santorini and the yet-to-be-determined island and then on to the mainland?