Whether it’s on the water or along the shore of Lake Michigan — there are tons of activities that will leave you breathless one way or another.

Chicago Paddle Rentals
Chicago Paddle Rentals at 31st Street Harbor is the paddle sports division of Chicago Water Sport Rentals and exclusively rents Hobie Mirage Drive kayaks and Bic Paddleboards.
3155 S. Lake Shore Drive, Chicago IL
Jackson Park Golf Course
This historic 18-hole golf course is the pride of the Chicago Park District. Mature hardwood trees protect the fairways and greens putting emphasis on accurate shots.
6401 S. Richard Drive, Chicago IL 60644
Chicago Jet Ski Rentals
Enjoy Chicago’s lakefront on a jet ski from Chicago Jet Ski Rentals, Chicago’s preeminent water sports rental company!
3155 S. Lake Shore Drive, Chicago IL 60616
Chicago Sailing
Chicago Sailing makes sailing accessible, affordable, and fun without having to own a boat. Lessons, instruction, charters, rentals, and sightseeing cruises.
3550 N. Recreation Drive, Chicago IL 60657
Sail Chicago
Sail Chicago is a not-for-profit community sailing program. Its mission is to offer quality instruction in sailing and boating safety, and to provide affordable sailing opportunities to its members.
Diversey Driving Range and Mini Golf
Diversey Driving Range is quite possibly Chicagoland's most picturesque range. Located just off of Lake Shore Drive in the heart of the city it's your close to home practice facility.
141 W. Diversey Parkway, Chicago IL 60657
Sydney R. Marovitz Golf Course
Sydney R. Marovitz ranks among the most challenging of the Chicago Park District courses with its tight greens, numerous bunkers and championship length.
3600 N. Recreation Drive, Chicago IL 60613
Chicago Match Race Center
The Chicago Match Race Center was founded to bring world class match racing to the shores of Lake Michigan. Join us to learn how to race or host your next corporate event on the water!
3600 Recreation Drive, Chicago Illinois 60613
Windy City Watersports
If you're looking for a jet ski rental in Chicago, come to Windy City Watersports. Our jet ski rentals are safe and affordable.
4400 N. Lake Shore Drive, Chicago IL 60640
Jet Ski Chicago
For a jet ski rental or jet ski tour at the Chicago Beaches, contact Jet Skis Chicago.
1600 N. Lake Shore Drive, Chicago IL 60614
Judd Goldman Adaptive Sailing Program
Judd Goldman Adaptive Sailing Program and Judd Goldman Junior Sailing Program - helping people achieve self-esteem and independence.
1362 S. Linn White Drive, Chicago IL 60605