Ancient sailors used to navigate by consulting the North Star, until it lost its way during its twenties and decided to just head west to see what happened. Enjoy modern sailing with this Groupon.
Choose from Three Options
- $119 for a semiprivate sailing excursion for two from May 11–June 9 (a $279 value)
- $139 for a semiprivate sailing excursion for two from May 11–August 31 (a $279 value)
- $649 for a season pass for two from May 11–August 31 (a $1,299 value)
All sails between May 11 and July 15 are two and a half hours, while sails between July 16 and August 31 are two hours. Semiprivate sails are shared and will include up to six passengers. Semiprivate sails take place on Monday, Tuesday, and Thursday nights at 7 p.m., as well as Saturday and Sunday mornings at 9 a.m. Season passes are good between May 11 and August 31 for five semiprivate sailing excursions—two standard sails, one fireworks upgrade sail, and two weekend upgrade sails—plus as many last-minute sails as are available. See more information about upgrades here.
Chicago Sailboat Charters
The minds behind Chicago Sailboat Charters share their passion for the sailing experience by making waterborne adventuring accessible to the general public with group sailing charters. Fostering the atmosphere of a private charter, the captains ferry passengers out onto Lake Michigan, sometimes right along the shoreline, for stunning views of Chicago's skyline. Depending on the weather, the wave tamer may also cruise straight out onto the lake at varying speeds, letting Mother Nature's temperament dictate routes for a safe and relaxing outing. The crew encourages its guests to make the most of the trip by bringing snacks, drinks, and an inflatable blanket for a picnic out on the lake, and every sailboat comes equipped with a bathroom.