Recreational Sailing

Get out and experience Chicago from a luxury sailing yacht on Lake Michigan! Charter one of our yachts or take a sailing lesson from one of our licensed Coast Guard captains.

Private Charters: Charter one of our yachts for a half-day, full day or evening sail. Our licensed Coast Guard captain and crew will provide a coastal tour of the Chicago skyline while handling the sailing, food and beverages - we can even ice down a glass of your bubbly for you!  Set Sail Chicago wants you to enjoy your time in the wind and on the water, as relaxed or involved as you want to be.  We take care of everything so you can enjoy a fireworks display, watch the sun set behind the magical skyline, admire the moon rise over the lake or listen to a concert at Northerly Island.   We offer charters for the Chicago Air Show too!  Our experience is personal, flexible and we can accommodate most requests. Call us see how we can customize a memorable event for you.

Sailing Lessons: Set Sail Chicago offers beginner, intermediate and advanced sailing lessons. Learn the basics of sailing or brush up on your sailing skills in a fun and relaxing atmosphere with the wind in your face!