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SailTime Chicago

Affordable Sailing at Two Locations

sailtime membership couple sailing starboard sunset

Membership

  • Guaranteed sailing
  • Flexible scheduling
  • New model yachts
Jeanneau 440 Cockpit Sailtime Ownership couple dual helms

Ownership

  • Monthly revenue
  • Professional yacht management
  • Sail your boat 14 times/month

Sailing School

  • Learn to sail safely
  • Logically sequenced curriculum
  • ASA certifications

Fleet

  • Modern design sailboats
  • Luxurious and comfortable
  • Efficient and easy to sail

SailTime members sail all season long for a fixed 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

Something for Everyone

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.
Chicago sailor at helm

Our Latest Blog

SailTime Group welcomes Bill Wons – newest owner of SailTime Door County Wisconsin

February 20th, 2020

Bill Wons, owner of SailTime’s newest location in Door County, WI explains how boat sharing with SailTime will now be available in the northern Wisconsin destination Northeast Wisconsin native Bill Wons will operate a new SailTime base in one of…

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