Olson's Classic Yachts - A Better Way to Rent a Boat in Chicago
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  • Home
  • Our System
  • Our Boats
    • Paper Tiger - Morgan 42
    • Wind Gypsy - Morgan 384
    • Scrimshaw - C&C 35MkIII
    • Sea Dancer - C&C 33MkII
    • Aquavit - Morgan 33
    • Playful Tiger - Morgan 321
    • Puffin - Tanzer 29
    • Little Darlin' - Catalina 27
  • Dining Aboard
    • Breakfast
    • Date Night
    • Tailgate on the Lake
  • Who We Are
    • Who Sails With Us?
  • Contact
  • Monroe Harbor
  • FAQs
  • Customer Login
lPLease The Calender

To access the calendar, click here! 

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Your login is your last name (such as "Olson"). You will receive an email from us containing your password.

To book a sail, find the date that you'd like to book. Click the little "+" in that date to pull up the booking window. In the Event Title field fill in your last name and either full day, AM or PM. IE "Olson Full Day", "Olson AM", or "Olson PM". If it is a spontaneous sail, add SS after your name, such as "Olson PM SS". We get an email every time you book or change a date. 

In the Category Box, choose the boat you want to sail that day. 

You need to enter a time frame to book a sail. If it is an all day sail, click the box that says "All Day". If it is an AM sail, schedule yourself from 9:00AM - 3:30PM, for PM slots put in 3:30PM - 9:00AM. When you enter your time be sure to block off the entire time slot even if you are not planning on being on the boat the entire time. So even if you only plan to be on the boat from 10:00 A.M. to 2:00 P.M.  you would still block off the boat from 9:30 A.M - 3:30 P.M.

Then click "Add" and you'll be all set. Your sail should now be shown on that date. 

You can alter your own sails and see when the boat is free, but you cannot alter anyone else's sails.

That's all there is to it! 

Rate Plans/Scheduling Systems
   The credit structure for your boat can be found here:

  • Playful Tiger - Morgan 321 - Monroe
  • Paper Tiger - Morgan 42 - Monroe
  • Cloudsplitter - Islander 36 - Monroe
  • Ah Cha - Islander 36 - Monroe
  • Aquavit - Morgan 33 - Monroe
  • Dame - Catalina 27 - Jackson Park
  • Little Darlin- Catalina 27 - Monroe
  • Sea Dancer - C&C 33 - 31st Street
  • White River - C&C 41 Custom - Monroe
  • Scrimshaw - C&C 35 Mk2 - Monroe








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