Cruise Lake Michigan in style on Windy, a four-masted traditional sailing vessel. With its majestic sails, the 148-foot schooner combines historic charm with modern amenities on its three spacious decks. Each of the 75- or 90-minute cruises—ranging from architectural to fireworks and a maritime history sail—led by knowledgeable crew-educators are unique, taking the direction of the wind as its guide. Departs from south side of Navy Pier. 2019 season begins May 1.