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Learn to Sail

3rd Coast Cruising offers a wide variety of sailing options. Our "Learn to Sail" program will appeal to all levels of sailors including potential boat owners/bareboaters offering hands-on training. We offer more sailing packages than any other school in Chicago. We want to make sure our teaching style works for you and if you are new to sailing, it is important to get several experiences on the water before you decide if you got what it takes! To assist you in deciding what package makes the most sense for you, we developed a Trial Membership for new folks so they can “kick the tires”.  Fill out this SURVEY and see if you qualify for a Trial Membership Discount. Once we receive your responses, we will send you more details regarding this program.

What Type of Sailor are You?

Sailing Profiles Choose your package

You will be in great hands with our program. We have several programs for you to choose from.  Click HERE 

I want to give sailing a try

New Sailors


 We have several programs that include Bareboating. We will train you regardless of your level. Click HERE 

I have previous experience or I want to skipper my own boat.

Bareboaters or 

Experienced Sailors


We love teaching but some folks just love being out on the water. We have the perfect package for you! Click HERE

I love everything about the water and want to make sailing friends

Social Sailors

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Unlimited Sailing

I want to maximize my seatime

We have several programs that will allow you to sail as much as you want.  Click HERE 


Limited Schedule 

I  love sailing but I have a crazy schedule 

 We have several programs that include Bareboating. We will train you regardless of your level. Click HERE

Budget Sailors

Please get my sailing on a limited budget

Sailing can be very expensive but 3rd Coast makes it affordable. Click HERE for Sailing Specials and low cost options.

Purchase beginning

Sailing season runs mid-May through mid-October.



Monday @ 6:30pm

Tuesday @ 6:30pm

Wednesday @ 6:30pm

Thursday @ 6:30pm

Friday @ 6:30pm

Saturday @ 10:00am

Saturday @ 1:30pm

Sunday @ 10:00am

Sunday @ 1:30pm


All Sails are 3 hours long.

3rd Coast is a Certified NauticEd School 

Internationally Recognized SLC License For Sailing