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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.

Our three SailTime Milwaukee locations are easy to get to in McKinley Marina – downtown Milwaukee, Reef Point Marina – downtown Racine, and Southport Marina – downtown Kenosha.

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

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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

man in yellow lifevest waiving from boat

5 Surprise Benefits of a SailTime Boston Membership

July 28th, 2022

SailTime offers new boats, lots of opportunities to get on the water, great locations, scheduling flexibility, and more… but membership can be even better than what it looks like on paper.

Read More