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SailTime Milwaukee

Affordable Flat Rate Sailing at Two Locations on Lake Michigan

sailtime membership couple sailing starboard sunset


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


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

Sailing School

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


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

So you want to go sailing in Milwaukee, Racine or Kenosha.

SailTime Milwaukee has sailing locations in Milwaukee, Racine and Kenosha. Our Milwaukee sailing location is in McKinley Marina in downtown Milwaukee. Our Racine sailing location is in Reef Point Marina in downtown Racine. The Kenosha location is in Southport Marina in downtown Kenosha.

We have sailing membership programs starting as low as $300 a month.

Request Membership Pricing

As a member of SailTime you can go sailing on a sailboat maintained in new condition for less than the cost of owning a sailboat.  In SailTime our members spend their time out on the water sailing and not working or worrying about maintaining their sailboat.  Sailing memberships in SailTime allows sailors to take a sailboat out sailing for a day sail or on a multiple day sailing trip.

Do you want to charter a sailboat in the Caribbean but feel you do not have enough experience?  Sailors are able to gain sailing experience with their own crew or with other SailTime members.

SailTime Wisconsin offers ASA sailing courses in both Milwaukee, Racine and Kenosha.  Our Learn to Sail program starts with Introduction to Sailing for beginners all the way though advanced sailing trips across Lake Michigan.

If you already know how to sail then we offer lease share sailboats to get you out on the water sailing from Racine, WI or Milwaukee, WI or Kenosha, WI.

So let me tell you a little bit about the SailTime program. We offer two major services SailTime Membership and an ASA Sailing School.

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…

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