Tom and I are discussing taking this cruise. We have traveled in Europe/Med/Greece areas multiple times both by land and sea. Some of our cruises have been duplicate itineraries. And, yes, I am one of those who plan every day out in advance with both independent and Windstar tours as well as on our own things to do. Leave home with a folder for each day of the trip.
This would certainly be different. The only planning on my part would be flights & hotels. But as we discussed it - how wrong could it go? Cruising around Greece with Windstar and just enjoying each day as it unfolds. Maybe we're getting old or maybe just seeking a new kind of adventure, but we are certainly thinking about it.