What a view!


Our "Introduction to Sailing" Class is a 3-hour session where we will introduce you to the basics of sailing a modern keelboat on Lake Michigan.

Not sure if sailing is for you? This is the perfect opportunity to get out there and discover what sailing is all about. Join with a couple of your fellow "fence sitters" for an evening of instructional sailing along our beautiful shoreline. You'll love it!

3 hour instructional sailing session. 4 student max.

$90 per person

Classes will be scheduled as students sign up.

This class has a 2 student minimum.

Call Bob at 312-401-8278

to schedule your class today.


Our 34 foot Catalina is set up and ready for your sailing pleasure. It's the perfect size and layout for a comfortable cruise along Chicago's stunning lakeshore.

Join us with a few of your friends for a relaxing sail. We can accommodate up to 6 people with lots of room to "kick back" and relax.

The boat is equipped with cushioned cockpit seats, a cooler with ice, paper plates and cups, plastic wine glasses, eating utensils, and a stereo CD player with an iPod hookup.


Charter now to take advantage of our special "Summer 2016" rates:

  Weekday rate (Monday - Thursday): $130 per hour (2 hour minimum)

  Weekend rate (Friday - Sunday): $150 per hour (2 hour minimum)

  Fireworks Cruise (Wed and Sat nights): $160 per hour (2 1/2 hour minimum)

Contact Bob Wagner at SloopCity Sailing to reserve your charter time  312-401-8278

Book a charter on our beautiful Catalina 34 for a fantastic sail.

Sailing out of DuSable Harbor - Downtown Chicago

Bob Wagner 312-401-8278