IWJ exceeded every single one of my expectations. This was by far the best vacation we've ever taken.
My boyfriend and I talked to their trip planner when deciding whether to do the cruise. She was amazingly helpful, even offering summer beach read recommendations! We booked it and received periodic updates and pre-boarding information. I do wish they had given us even the most tentative itinerary, though--even after we got on the boat there was no handout of where we were going, though there was a daily schedule on the whiteboard.
We had never been sailing or on a cruise before and didn't know what to expect. The boat is beautiful and they raised the sails as often as they could. Plenty of seating both in the front and the back. Also we ALL took the motion sickness pills and were all fine, save for one day in which we all struggled in the morning because of very choppy seas. But other than that, totally fine!
The rooms are tiny but it's a boat! I was a little annoyed that we paid extra for the Captain's Quarters only to discover at the end of our trip that the rooms were way smaller than the cheaper ones in the back. But they're refitting the whole ship so that's no longer relevant.
Always clean but very, very small. Pack light.