I have also seen one of the Windstar ships leaving port when I was on a land (business) trip at a resort in St. Thomas, and it was a pretty sight watching the sails go up as they left the port. But if I want to be on a sailboat, and have friends cruising with me, my choice is a private crewed charter. Everything is included except tips. The food is great, never anything other than less than country club casual. Just a great way to enjoy the islands if you have a group of 6 or more. Tiny cabins, but the ship is your own, the itinerary your own, and you even choose the menu if so desired in advance. After having done so many of this type of trip, it just didn't seem like a real "sailing" trip to me watching those sails come up electronically!