SailTime Chicago
Providing our members access to the water for cruising class sail and power boats.
06/13/2026
Thanks to everybody who has made this event at the Windy City Boat & Yacht Show a sailing success!
06/03/2026
Have you signed up for the Start Sailing Now experience at the Windy City Boat & Yacht Show yet? Space is filling for fun!
05/19/2026
Want to take a 3 hour sail with a SailTime captain and 5 of your best friends out of Waukegan Harbor? Of course you do, that sounds like a really fun day. Nice wind, glass of wine or 2, plenty of sunshine and laughs.
But what if I told you that this fun day of sailing also benefitted local co-op AAUW Preschool that could use the support? Well, now your fun day with friends is also uplifting our community.
So please, bid on a fun day of sailing at the link below. And know your fun times will be giving support to kids that need it in Waukegan.
A "3-Hour Tour" ...of Lake Michigan! Relax on the waves of Lake Michigan on a 3-hour sail with up to six (6) of your closest friends! Board a SailTime luxury sailboat out of Waukegan Harb
05/06/2026
Rest in Peace to Sailing Hall of Famer Ted Turner.
Back in 1970 Ted sailed in the Race to Mackinac, and beforehand scoffed at Lake Michigan, calling it a "mill pond". Days later he was fighting 60knot winds and massive seas that forced 88 boats out of the race. During the storm he announced to his crew mates that he publicly renounced any aspersions he cast on inland lake sailing.
Hell of a sailor, that guy.
03/02/2026
Last week we won the national Ace Award for selling the most new boats into SailTime the past 3 years!
This weekend was spent in a snowy boatyard, earning the next one by grinding at the spring prep season, making sure our entire fleet is perfect for members to enjoy by May 1st.
We don't sell boats by being the slickest salesmen or promising the moon and the stars. We do it by having the best maintained fleet around, and offering the best customer service. Nearly all our boat owners were former members or sailing school students, who saw our commitment and attention to detail firsthand. They trust us to take care of their investment, and give them a wonderful experience every time they step onboard.
Click here to claim your Sponsored Listing.
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Address
3119 S Il Route 31
Crystal Lake, IL
60012
Opening Hours
| Monday | 8am - 6pm |
| Tuesday | 8am - 5pm |
| Wednesday | 8am - 5pm |
| Thursday | 8am - 5pm |
| Friday | 8am - 5pm |