" " ""

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

boat fleet sailboat jenneau tax deduction

Can a Boat be a Tax Deduction?

May 9th, 2019

If you have been to a boat show recently, you have, without a doubt, heard dealers and brokers talking about the “tax advantages available for boat ownership.” You probably have heard terms such as IRS Section 179 or IRS Section 162 thrown…

Read More