Call us at 773-236-7245 or check availability and reserve online here
- Groups of 1 to 11
- Sailing, Cruising, Party Cruises
- Sunsets, Romantic Sailing Cruises, Special Occasions
- Swimming in the playpen around Navy Pier or offshore
- Sailboats from 31′ to 39′ long for your Chicago Sailing experience
- 40′ power boats for group of 1 to 11 – river trips available on power boats
- We have a great deal of experience handling engagements and surprise outings
- Food and beverage are BYO (yes, alcohol is allowed)
- Catering is available (arrange your own or we can refer you to some of our preferred caterers)
- Great for group outings (multiple boat outings are available)
- Check us out on yelp! to see our fantastic reviews
- Specials – click here to see current specials
Sailing in Chicago is like sailing nowhere else. Lake Michigan offers all the open water sailing opportunities you will find on the coasts, with the advantage of freesh warmer waters, a spectacular skyline, a great swimming area that it protected from waves in any direction, and it only take 7 minutes to go from dock to open water where you can begin sailing immediately.
Chicago Sailboat Charters offers a variety of sailboats as well as power boats for groups of up to a maximum of 11 (plus the licensed captain and crew member).