We've traveled on Windstar Sailing ships for 22 years. We've also been on the Pride when it was a Seabourn ship. It is not in top condition under Windstar's operation. Our cabin had rust stains in the window area, around the bathtub and the carpet looked worn. The tub was not draining when we checked in on day one. After reporting that and the stuck shower control those items were fixed. Cabin upkeep was less than perfect and I felt they were short on staff at times. Usually, ships put small wrapped candies on the bed in the evening? Now they put unwrapped candies on a plate? That's a bit tacky.
We like small ships and pick cruises by itinerary. The itinerary was as good as could be expected with the situation in the Crimea. But the ship was just not that great. Food was okay. Availability was limited. Although there is always room service, the restaurants are not serving at some times/days. And the ready made sandwiches you can get if you missed lunch are not worth eating. That leaves you with room service.
As on most cruise lines the excursions are ridiculously expensive and not as good as tours you can book off the ship.
And lastly, the 800 # can't answer questions about ports, tendering, docking or clarify excursion and shuttle information. I tried. They didn't have any answers.