SailTime Chicago

SailTime Chicago

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Providing our members access to the water for cruising class sail and power boats.

Photos from SailTime's post 06/13/2026

Thanks to everybody who has made this event at the Windy City Boat & Yacht Show a sailing success!

Photos from Windy City Boat & Yacht Show 's post 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!

A "3-Hour Tour" ...of Lake Michigan! 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.

Want your school to be the top-listed School/college in Crystal Lake?
Click here to claim your Sponsored Listing.

Telephone

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