Tall Ship Windy

$$ • Boating, Tours, Boat Tour Agency

600 E Grand Ave, Chicago, IL 60611

About Tall Ship Windy

Tall Ship Windy, established in 2008, is Chicago's Official Tall Ship, offering sailing tours to thousands of happy guests. This family-friendly adventure sails rain or shine from May to September, with multiple daily departures. Visitors can experience a sunset cruise or a pirate sail, where they can assist with raising the main sail. The crew is very funny and helpful, providing lots of laughs with pirate stories and the history of a Great Lakes Pirate. The guide is funny, though the tour offers more lightweight facts than other architectural tours. Guests can see how the sails are hoisted and enjoy the quiet on the lake when the engines are turned off. The ship has a bar with snacks onboard, allowing everyone to enjoy the skyline views with a refreshing beverage. It is a great experience for both locals and visitors.

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Reviews for Tall Ship Windy

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  • Jun 2026

    Amazing experience!! Must try at Navy Pier

  • Jun 2026

    Our whole family had an absolute blast. The crew was amazing, the boat was gorgeous, and the views unforgettable. Highly recommend.

  • May 2026

    Great experience and peaceful!

Hours

Monday: 10AM - 7PM
Tuesday: 10AM - 7PM
Wednesday: 10AM - 7PM
Thursday: 10AM - 7PM
Friday: 10AM - 7PM
Saturday: 10AM - 7PM
Sunday: 10AM - 7PM

Tips

good for kids garage parking, private lot parking women-owned gender-neutral restrooms bike parking