The Chicago skyline is a spectacular sight from a sailboat. Whether you are sailing towards Navy Pier, or straight out away from the Chicago shoreline, the views cannot be matched.
Daytime-Sailing
Chicago Sailboat Charters
Chicago Sailboat Charters provides the best variety, service, and value for any sailing experience you desire. With many sailboats to choose from, we can arrange the perfect sail to meet your wishes and fit your budget. Whether you are looking for a romantic sailing trip for two, or a sailboat for up to ten people, we are open every day of the week and will be sailing any time you wish from early in the morning until late at night.