The thing about Island Windjammer is that there is no hard core itinerary. You book a Island Winjammer cruise to chill and not worry about excursions or buffet lines or what day or time it is. You book a Sagitta Island Windjammer cruise to go with flow, drink sagaritas and eat snacks at 4:30, and to enjoy cruising. It's not a sailing ship, but it looks fantastic with the sails unfurled!
We had a full house-- 24 passengers. The deck space was accommodating and the food was fresh and tasty. Entertainment? How about a sky unobstructed by the light pollution you get on a big cruise? Cabins? Small and efficient - but who wants to be in their cabins when there is a whole sea of dolphins and flying fish? Activities? Plentiful - if you like going to the beach, snorkeling, touring, a wine and cheese party and getting to know a diverse crowd. Our group had two sets of mother- daughter travelers, a group of 40 something friends who had been doing a once a year trip since high school and several couples. Ages ranged from 30 to 60-ish.
The crew was accommodating, disembarkation was organized - overall a no-care vacation.