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Catamaran Sailing Lessons Chicago

With Captain

the United States,Illinois,Chicago,Tours

There are very few Catamarans in Chicago and only one that is available for you to learn to sail. Our program is the only one in Chicago that offers Catamaran Certification that is accepted internationally. Rates: - 2 hours: $900 - 3 hour: $1200 - 4 hour: $1400 Your private lesson for up to 6 people will include: - Sailing out of Monroe Harbor on a 38' Luxury Sailing Catamaran (equivalent to a 70' monohull- more than enough room for your group) - Private instruction for up to 6 ppl. (4 is ideal for private lessons) - Captain & Instructor - Lesson Plan and Study Materials - Large Yeti Cooler and Refrigerator - Full Kitchen (Galley) with working stove/oven - Bluetooth Radio - Barbecue Grill - Floatie Toys for water fun - Lessons, Tour, Chill Out, Party Cruise/ BYOB or combo - It's all about customization.

Captain Jim

107 total bookings

Superowner

Best of 2025

Capacity: 6 guests

Tours, Lessons, and Diving: Sailing Lessons

Captain Jim

107 total bookings

Superowner

Best of 2025

We've had so much fun on our annual Bluewater Magellan trips over the years that we decided to invest in our own catamaran. We offer private sailing charters on Lake Michigan in the summer and in the winter we take the boat somewhere warm to offer multi-day cruises. Throughout all the growth and change, one thing will always remain the same: our commitment to providing the best sailing experience possible. Whether it's local or tropical—we want you to love sailing as much as we do and will do our best to make sure you have a great time!

Features & Details

Make: Lagoon
Model: 380

Length: 38ft

Year: 2019

Bluetooth
Galley Stove & Oven
Life jackets/required safety gear
Furling Mainsail
Fuel type: Diesel
Twin Engine
Chart Plotter
Bimini
Wheel steering
Catamaran
Charter
Toilet
Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

Cancellation Policy

50% refund up to 14 days prior.

Additional Terms & Information

- Cruising Credits will be issued if there is inclement weather and you can reschedule with us anytime. - Weather- We will make the call on weather 2-hrs before your sail, if you don't hear from us, your sail is a go!