RENTALS

Be Your Own Captain

Chicago Sailing is Chicago’s only public sailboat rental facility, providing a wide range of boats for you and your friends to enjoy. Rentals are available from morning til dusk, seven days a week, so you can enjoy sailing as often as you like. Take your friends sailing and show them the skyline!

We use J/22 and J/30 keelboats for their quality, design, and ease of handling. J/22s offer large, open cockpits and room for up to five adults. The J/30 is our entry level keelboat offering more space than the J/22s. Designed in the 1980s, the J/30 is a proven racer-cruiser that handles well in all conditions.  Our T-10 is one of Lake Michigan’s most popular racing vessels. It’s open, flat deck provides plenty of space for all of your passengers.

The Hunter-326s are cruising oriented with all imaginable conveniences for the discerning sailor. These boats offer additional creature comforts with ample seating, dry storage down below and a head onboard.

Imp & Bangarang, our two Beneteau yachts offer cruising comfort with speed and agility. At 36’, each yacht offers ample space and a lush interior for food and beverage staging as well as a comfortable refuge on hot days. The Oceanis 352 also offers a furling main for ease and comfort.

Our Catalina-400 is a cruising sailor’s dream boat with a huge cockpit, double wheels, and furling sails. The cockpit is large with lots of room to entertain friends. The interior boasts an enormous aft cabin with it’s own head and a spacious salon with forward head.

All of these vessels are available to skippers with appropriate sailing experience.

Your First Rental:

New renters are required to submit a sailing resume prior to their first rental. You can fill out our form online here, or email your current sailing resume to contactus@chicagosailing.com

Before your first rental, you will need to complete a checkout with our professional staff, in which you review the boat and our policies and safety procedures. Checkouts on our J/22s take place in the 15-20 minutes prior to your rental reservation. Checkouts on boats 30’ or larger can take an hour, and must be completed on a weekday. Once you have passed a checkout, you will be free to head out and enjoy the beauty of Lake Michigan. You may add a checkout to your cart while booking, or call the office to schedule your checkout.

Rental Policies

  • All rentals between 9am and 6pm have a 3 hour minimum
  • A 9% city tax is applied to all rental reservations
  • All rentals must be back 15 minutes prior to end of reservation so that the boat is clean and ready for the next customer.
  • All rentals must be back in the harbor before dusk.
  • Rentals may be canceled due to weather concerns at the discretion of Chicago Sailing.
  • Chicago Sailing requires at least 2 people to be on board all rentals.
  • All rental reservations are subject to Chicago Sailing’s 72-hour cancellation policy.

Rental Blocks

Rentals are broken into 4 daily blocks:
Block 1: 9:00am – 12:00pm (3hrs)
33% off for all rentals during Block 1
Block 2: 12:00pm – 3:00pm (3hrs)
Block 3: 3:00pm – 6:00pm (3hrs)
Block 4: 6:00pm – 8:00pm (2hrs)

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J/22

J/22 Rental Rates

Rate: $70
Weekend Rate: $90/hr
Capacity: 5
Quantity: 10
Size: 22′

Hunter 326

Hunter 326 Rental Rates

Weekday Rate: $145/hr
Weekend Rate: $165/hr
Capacity: 8
Quantity: 3
Size: 32′

Beneteau First 36.7

Beneteau First 36.7

Weekday Rate: $165/hr
Weekend Rate: $185/hr
Capacity: 10
Quantity: 1
Size: 36′

J/30 & T-10

J/30 & T-10 Rental Rates

Weekday Rate: $105
Weekend Rate: $125
Capacity: 6
Quantity: 1 J/30 & 1 T-10
Size: 30′

Beneteau Oceanis 352

Beneteau Oceanis 352

Weekday Rate: $165/hr
Weekend Rate: $185/hr
Capacity: 10
Quantity: 1
Size: 36′

Catalina 400

Catalina 400 Rental Rates

Weekday Rate: $200/hr
Weekend Rate: $225/hr
Capacity: 10
Quantity: 1
Size: 40′