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Ride Chicago Motorcycle and Driving School

I totally suggest bringing your own snacks and drinks. The wait times can get a bit long, and there's not a ton of options nearby, especially if you're a bit peckish

If you're lookin' to save some cash, ask about any specials or discounts they might have. I saved a decent amount by booking during their off-peak months!

Make sure to arrive by 8:30 AM if you can. The classes get packed, and you'll want to snag a good bike before they start handing them out!
Big Blue Swim School

I suggest arriving right when they open at 9 AM to avoid the weekend crowds. It made my experience way smoother without all the hustle and bustle around.

I think you should bring your own towels. The swim school provides some, but they weren't the best quality. I was glad I had my own.
If you’re planning on visiting during summer, try to book a class well in advance. They fill up quickly and I missed out on a few I really wanted!
Chicago Motorcycle Rental

I suggest booking your motorcycle a few days in advance, especially during summer. The selection can be pretty slim for last-minute rentals!

My advice is to check if they have any specials or discounts on weekdays. I saved a decent amount by renting on a Tuesday instead of the weekend

I recommend asking for a quick orientation on the bike before hitting the road. I skipped it initially and ended up fumbling with controls while trying to enjoy the ride!
Foss Swim School - Chicago

I suggest booking your classes online ahead of time to save some cash – they often have discounts for early sign-ups. Plus, you avoid the last-minute rush when you get there!

My advice is to arrive at least 15 minutes early, especially on weekends. It can get crowded. That way, you have time to check in and get settled before the fun starts.
Sheridan Shore Sailing School

My advice is to wear sunscreen even if it’s cloudy. I thought I’d be fine but I ended up a bit sunburned after just a few hours on the water

I recommend showing up a bit earlier around 15 minutes before your lesson. It gives you time to get settled and the check-in process can be slow during busy hours.
Chicago Blue Dolphins
EagleRider Motorcycle Rentals and Tours Chicago
I suggest booking your bike in advance online, especially during peak season. It saved me a ton of time and I got to pick the model I wanted. Walk-ins seemed to wait a while!

my advice is to bring your own helmet if possible. the rentals can be pricey, and i noticed some didn't fit well. it’s worth saving that extra cash for gas or snacks on the road.
Franklin Park Ice Arena
Chicago Water Sport Rentals

I suggest you check the weather before you go! We ended up with a rainy day, and it kinda ruined our plans. Also, booking in advance online saved us some money and we avoided waiting in lines. Super handy!

My advice is to try out the water bikes. They are way more fun than I anticipated. Try to go around 3 PM when it's less crowded; we had the lake almost to ourselves then.