Many of the windjammers sail out of the Rockland harbor, although the Timberwind docks in nearby Rockport and other schooners sail from Camden. Taxis are available from the airport to the nearby towns. Fall temperatures are in the 50 to 60 degree range, so bring warm clothes and dress in layers. Life on a schooner is very informal. Bring the type of clothes you would camp in, as well as sunscreen and a camera.
Amenities vary quite a bit among schooners.
Read the brochures carefully. In general, berths are the size of small closets and ladders lead from one level of the boat to the other. Most windjammers sleep 20 to 30, and seem to attract people of all ages. On our trip, the youngest people were in their thirties and two couples were in their sixties. No alcohol was served, although a cooler was provided for those who brought their own.