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 Houston: A Family Affair with a Legacy of Sailing
At SailTime Houston, Evan and Amanda Macaluso, provide a warm welcome, fellowship, and accessibility to the boating world. Their approach?
SailTime Celebrates Milestone Anniversaries Across the Globe
Annapolis, MD — April 5, 2024 — SailTime Group LLC, the leading fractional boat membership company, is proud to announce
Get in on the Boat Club Boom
SailTime & PowerTime Fractional Boat Club is Expanding to 50 Markets DID YOU KNOW that over the past five years, more