The Wind Star cruise had some nice aspects - good service by the crew and fairly good food (although a little dull). The shore excursions offered were also well-done.
I really didn't like the evening entertainment. It was generally one bad singer singing folk songs or similar - nothing you could dance to, or even tap your fingers to. I found the nights endless on this ship. Also, the crowd is not that friendly. I'm in my mid-fifties and certainly don't consider myself a hell-raiser, but this ship was pretty boring. If you want to go to bed at nine, this may be for you.
The Wind Star skipped a port that was on the itinerary, one that I really wanted to visit. The substitute port was not up to par. The Windstar ships frequently skip ports because of weather, so don't place all your hopes on seeing one place on the itinerary.
All in all, I don't think I would sail with Windstar again.