Tall Ship Windy
Cruises
Set sail on Lake Michigan aboard Tall Ship Windy, Chicago’s Official Tall Ship, a classic schooner docked at Navy Pier.
Windy will be sailing daily from May 15, 2026 to September 27, 2026, as We Celebrate our 30th Season here at Navy Pier.
Located on the south dock of Navy Pier, Tall Ship Windy is a 148-foot, four-masted schooner that offers a memorable way to experience Chicago’s skyline from the water. Guests can board for themed cruises, relaxing skyline sails, or seasonal fireworks outings, all while enjoying the ship’s distinctive maritime character. With daily departures and options for private charters and groups. Tall Ship Windy provides a unique, breezy lakefront experience for visitors and event guests alike. Tickets and sailing schedule are available on our website, book today!
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Tall Ship Windy
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