Chicago Sailing Events

Chicago Sailing sailors get together for informal sailing, camaraderie and refreshments. We offer the largest range of social sailing options in the Chicago area. Whether for one night only or all season long, we want to see you out on the water. Get into the swing of the summer in the city and come aboard for Social Sailing, Tuesday Night Barbecues and Fireworks Cruises.

Fireworks Cruises

Experience fireworks as you have never seen them before, from the water with the magnificent Chicago skyline as a backdrop. You will forever remember this spectacular aerial display and all the thrilling events before and afterward. Read More >

Tuesday Night BBQ

Extend your weekend with our Club Sail and cookout. No previous sailing experience is required. Sailors mix with non-sailors in a social atmosphere. You can bring friends, take out your own boat, or sail with new friends on their boat. Read More >

Club Sail

The most popular social program at Chicago Sailing is the Club Sail. It's a fun event where members join other sailors and staff members in a casual sailing get-together. Bring your friends or make new ones as a part of a floating party. The Social Sail brings together like-minded enthusiasts who understand that sailing is more than a sport - it's a lifestyle. Read More >

Special Events

Chicago Sailing's staff can help you plan a unique event on Lake Michigan. Our fleet has seen weddings, bachelor and bachelorette parties, birthday parties and even a few engagements. With the beauty of the Chicago skyline and Lake Michigan, make your next event memorable for years to come. Call today to plan your own special event: 773-871-7245.