Chicago Sailboat Charters
Semi-Private sails
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Private Charters
Chicago Sailboat Charters offers Semi-Private Sailing so groups of 2 or 4 can share a sailboat with others, and get the same great experience as a Private Sailing Charter. Semi-Private sails are Mon/Tue/Thu nights, and Sat/Sun mornings. Many upgrade sails such as weekend afternoons and evenings, Friday nights, and Wednesday and Saturday fireworks sails are available.
 
Voucher Holders - click here to book
 
Want to check before you buy? - Click here to check availability.
(we also add sails as possible if a certain date/time sells out).
 
Season Pass Information - click here
 
 
Check out our Optional Cancellation Insurance
 
UNUSED 2012 tickets - click here
 
 
Power Boat on Lake Michigan
New for 2013, in addition to our Sailboat offerings, we now have a 40' twin engine Sea Ray Cruiser for power boat enthusiasts. Click on the picture to check out our power boat options.
Power Boat on Lake Michigan
We will be adding some options to upgrade Semi-Private sailing tickets to power boat cruises, but we have not yet determined the upgrade fees or details.
 
2013 Ticket for 2 people - $259
 
2½ Hour Sails
2 Hour Sails
 
May 11 - July 15
July 16 - Aug 31
 
Weeknights: M,Tu,Th 7-9:30pm
Weeknight: M,Tu,Th 7-9:00pm
Weekend: Sat-Sun 9-11:30am
Weekend: Sat-Sun 9-11:00am
 
(other sail times and upgrades may be made available)
SEASON: May 11 through Aug 31 (Not valid 7/3, 7/4, 8/16-18)
 
 
Chicago Sailboat Charters
Support.Semi@ChicagoSailboatCharters.com   info line: 708-620-2628