Chicago Skyline Sail on Tall Ship Windy – An Unforgettable Lake Michigan Experience
Set sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador, for an unforgettable experience on Lake Michigan. This relaxing Chicago Skyline Sail offers stunning views of the city’s iconic skyline from the water, all while enjoying the fresh breeze and peaceful surroundings.
Whether you're eager to help raise the sails or prefer to sit back and soak in the scenery, there's fun for everyone. The crew welcomes you to participate or simply relax and take in the sights. Plus, with a full bar and a gift shop onboard, you can make your sail even more enjoyable.
This Chicago Skyline Sail lasts about 1 hour and 15 minutes, making it a perfect outing for families, friends, or anyone looking to experience Chicago from a new perspective.
Frequently asked questions
How long is the Chicago Skyline Sail?
The sail lasts approximately 1 hour and 15 minutes.
Is there an age limit for participants?
Children aged 1 to 12 and adults from 13 to 99 are welcome. Infants under 1 year are also allowed.
What should I wear or bring?
Dress comfortably for outdoor weather, and bring layers if needed. Travelers should have at least a moderate level of physical fitness.
Are drinks available onboard?
The sail features a full bar for guests to enjoy. However, alcoholic beverages are not included in the ticket price.
Is the sail accessible for everyone?
Participants should have a moderate level of physical fitness. Please contact us if you have specific accessibility concerns.
Can I participate in sailing the ship?
Yes! You can join the friendly crew to help raise the sails or simply relax and enjoy the ride.
Non-refundable
All sales are final. No refunds are available for cancellations.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1 hour 15 min
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Restroom onboard
Not included
- Alcoholic beverages
- Snacks
- Gratuities
Itinerary
Enjoy a scenic sail on Tall Ship Windy with spectacular views of Chicago’s skyline from Lake Michigan.
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Stop 1
Experience a peaceful sail on Tall Ship Windy while taking in the stunning Chicago skyline from the lake.
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Stop 2
Board and disembark at the same point, enjoying the lake views along the way.
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Stop 3
Sailing continues on Lake Michigan, offering a unique perspective of the city.
Meeting point & pickup
Meet at the starting point
Tall Ship Windy is located near the Billy Goat Bar and Grill.
Open in Google MapsCancellation & confirmation
Non-refundable
All sales are final. No refunds are available for cancellations.
- 0% refund if canceled at least 0 days before the scheduled sail
Instant confirmation
Your booking is confirmed immediately after checkout.
From $91.23 per person
- Secure checkout with our booking partner
