Chicago Air and Water Show VIP Cruise or Skydeck Experience
Overview
2 hours 30 minutes
Mobile ticket
Chicago Air and Water Show 2025
Great for friends & family!
PLEASE READ CAREFULLY
Experience Chicago’s Air & Water Show from the Best Seat on the Lake!
10AM SAIL: Our first sail will depart at 10am sharp. Our first event will be the Air and Water Show, and will showcase a wide variety of aircraft, and demonstrations, which will be watched from the *best location, as determined by the Captain. We will return to our dock by 12:30pm.
1PM SAIL: This sail will depart at 1PM sharp. As this is our second sail for the Air and Water Show, this sail will also showcase a wide variety of aircraft, and demonstrations, INCLUDING THE MAIN EVENT. This will be watched from the *best location, as determined by the Captain. We will return to our dock around 3:30pm, but this may be delayed, if the show is delayed, to ensure your viewing of the main event, if it happens.
Additional Info
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Cancellation Policy
All sales are final. No refund is available for cancellations.
What‘s Included
Fast-track boarding/admission
Food and beverages (package-dependent: may include boxed lunch, beer, wine, or BBQ buffet)
We do offer a full service bar, which only accepts Credit cards!
Reserved VIP spot (cruise or Skydeck; see package details)
Access to onboard/venue amenities (restrooms, shaded areas)
Binoculars, earplugs, or personal comfort items
Parking fees and city event surcharges
What To Expect
Chicago Air and Water Show
This event, is a non-sailing event,. The Capt will position the ship, for the best, and safest view of the Air and Water Show. We will be near show center, for about 90 minutes, there will be about 30 minute trip, to and from there.
Chicago Skyline
While sailing on Lake Michigan, you will enjoy amazing views of Chicago!
Options
Chicago Air and Water Show VIP Cruise or Skydeck Experience
Reviews
2 reviews
Total reviews and rating from Viator & Tripadvisor
Air and Water Show 2025
V8262EXdianer,
Aug 20, 2025
- Review from Tripadvisor
5.00Had an awesome time on the Tall Ship Windy. It was a great way to experience the Air and Water Show. Highly recommend. The crew and the captain were awesome. Stopped in the right place on the lake and maneuvered the ship so,everyone could view the planes flying overhead Will do this again
Perfect Sail to view The Thunderbirds ❣️ at Chicago Air Show 2025
W Hale B,
Aug 18, 2025
- Review from Tripadvisor
5.00The Perfect Way to view The Thunderbirds ❣️ Helpful, courteous, kind crew. Big Fun ❣️ when they hoisted Sails with help from youngsters. The crew encouraged photos with the Captain at the helm. One sweet kindness I observed: a mother brought her little guy up for a photo, but he was too shy until one of the crew asked him if would consent to a photo with his Mom and Captain. Yes, nicely done ❣️ Avoid the Mosh Pit of humanity at North Beach❗️❗️❗️ I'll sail the cool breeze with Windy again in the near future. Thanks to the awesome team ❣️ Blair
From $154.00
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Operated by Tall Ship Windy