Surprise Charters in Chicago, Illinois, United States | Charters

Join us for an afternoon sail and experience sailing in Chicago's largest sailing catamaran on a windy city breeze.
Join us for a relaxing evening cruise and watch the prairie sunsets over the city and see the city transform from daylight to nightlight.
The fireworks on Wednesday and Saturday nights are spectacular from the decks of Surprise. Don't forget your cameras. Bring your MP-3 and CD's.
Give your anniversary or that special birthday a Surprise party
Standard Cruises are two and a half hours. Custom cruises to suit your needs.