Location: South Side
Top Things to do in South Side
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What to do and see in South Side, Illinois (IL): The Best Outdoor Activities
The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago
1. BBQ Pontoon
Overall Ratings
5.0 based on 23 reviews
At BBQ Pontoon you can take a private, self-guided river cruise where you’re the captain! No strangers tag along. It’s just you, kicking back with some good friends, great food, and awesome views! Get a free pizza on every cruise! All of our boats have Bluetooth-enabled sound systems.
2. Chicago Scenic Charters
Overall Ratings
5.0 based on 3 reviews
This is a great way to see Chicago from the other side of Lake Shore Drive. Cruise the Lake front for a sunset cruise. Watch the Navy Pier Fireworks on Wednesday or Saturday nights with the city skyline as your backdrop, Take a cruise down the river and marvel at the magnificent architecture. Or spend a day in the sun anchored in the play pen next to Oak street beach and the John Hancock building.
3. Chicago Helicopter Experience
Overall Ratings
4.5 based on 484 reviews
Chicago Helicopter Experience provides the most spectacular and unique views of the world’s best skyline. Amazing panoramas of the city, scenic waterfront, and historic landmarks await you from the optimal vantage point in the sky. Your journey begins at our downtown, private heliport just minutes from the “Loop.” Here you can learn fun city facts and enjoy interactive games in the customer center. You’ll glide through the air in one of our luxurious, state-of-the-art aircraft. Our experienced pilots are well versed in the lore of the city, which they’ll share throughout your 24-mile journey. You’ll marvel at breathtaking vistas of the skyline, Navy Pier, Millennium Park, Buckingham Fountain, Willis (Sears) Tower, John Hancock Center, Wrigley Field and so much more. Bring your camera for the optimal photo ops or get our GoPro to record your exhilarating adventure. Once you land, don’t forget to pick up the photo of you and your helicopter as a souvenir of your amazing event.
4. Foster Avenue Beach
5. Chicago Water Sport Rentals
Overall Ratings
4.0 based on 42 reviews
Chicago Water Sport Rentals located at 31st Street Harbor rents premium Yamaha and Sea Doo Spark jet skis, Hobie Mirage Drive Kayaks, Bic Ace Tec series paddleboards, FlyBoards and offers banana boat rides. Open May 1st - October 31st, reservations recommended.
6. South Shore Golf Course
7. Jackson Park Beach
8. Oakwood Beach
9. Dream Yacht Cruises
Overall Ratings
2.5 based on 3 reviews
Dream Yacht Cruises is Chicago’s premier, luxury yacht charter company. Our philosophy is to building on the dream by creating the ultimate yachting experience. Whether you’re visiting, or the city is your home, seeing this remarkable destination from the water offers a unique and inspiring perspective. It is this experience that Dream Yacht Cruises makes an enticing reality.
10. Aqua Water Trikes
Overall Ratings
1.0 based on 3 reviews
SEE CHICAGO FROM A NEW PERSPECTIVE! A New & Different Way to Enjoy the Water. Sit above the water and pedal your own Aqua Water Trike around Lake Michigan. These three-wheeled, wide paddles are flexible, stable, easy to steer, easy to ride and easy to maneuver. No lesson required- just hop on and pedal for a fun, unique experience.
