Chicago
Affordable Sailing at Two Locations
SailTime Membership
Sail All Season Long For an Easy Monthly Fee
Please use the tabs at the top of the page to learn more about SailTime Chicago, and be sure to visit our fleet page. Fill out the Request Information page and to find out why SailTime Chicago is the smart and easy way to sail Lake Michigan
World-Class Training
SailTime is an ASA Awarded Sailing School
Here at SailTime Chicago, we want to help you grow as a boater. We employ experienced instructors that will guide you through the ASA certification levels. Become a member and enjoy access to a luxury yacht just as a boat owner would, without the usual expenses and long-term commitment. Or purchase a boat of your own the intelligent way; through our Managed Ownership program. Whatever your experience or goals, we will help you enjoy boating on Lake Michigan.
Boat Charters
Entertain your clients, friends, and vendors
Looking for a different way to entertain clients and business associates? Forget the golf course, sailing is the best way to make an impression; they’ll always remember their first time sailing along the Chicago lakefront. And sailing gives you plenty of time to talk over deals and connect.
Beyond entertaining, SailTime is perfect for team-building activities, rewarding high performing employees, and taking your family out for some needed off time. You’ll spend all summer enjoying your membership boat however you want.
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Weekdays: 8:30am - 5:30pm
Weekends: 8:30am - 5:30pm
News & Updates
SailTime Chicago Celebrates 20 Years of Sailing in the Windy City
SailTime Chicago Celebrates 20 Years of Sailing in the Windy City Chicago, IL – [Date] – SailTime Chicago, a leader
SailTime Virginia Marks Two Decades of Sailing Success in the Chesapeake Bay
Norfolk, VA – September 25, 2024 – SailTime Virginia, located at Morningstar Marina, is proud to announce its 20th anniversary,
SailTime Boston Celebrates Two Decades of Sailing in Boston
Boston, MA – September 16, 2024 – SailTime Boston is proud to announce the celebration of its 20th anniversary, marking