Chicago Boat Tours on Tall Ship Windy

Sailing now – book your Tall Ship Windy tour today!

For Groups or Charters – Please email us at: [email protected]
Or please call us at: (312) 451-2700

We will get back to you as soon as we can!

The Tall Ship Windy, located on Chicago’s Navy Pier, brings you exciting boat tours that are educational, creative and inspiring. From our daily story telling adventures, up to seven sails per day, to field trips for our students, to our underway concert sails, there is something for everyone!

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Famous Sites

Lakeside Architecture Sail

Explore Chicago's architectural majesty while sailing across our beautiful lakefront skyline. Learn about the people, plans, and persistence that shaped Chicago's most famous sights. From our historical maritime roots to modern science and technology, you will be delighted with interesting facts, unique stories, and a healthy dose of whimsy.

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From $10

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Great for Families

Real Pirates of the Inland Seas

TRUE STORIES OF PIRACY on the Great Lakes! From epic battles to trickery and treasure, experience the incredible tales of real pirate adventure that happened right here on these magnificent inland seas.

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From $10

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A Sailor’s Life for Me!

What did it take to survive and thrive as a Tall Ship sailor? On this trip through time, hear the story of how Tall Ship sailors became sailors, where in the world they sailed, and what they did on these great ships! See and touch their tools of the trade, discover how they lived every day, and what made Tall Ship sailing on our Great Lakes, "Great"!

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From $10

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Offered now till October 9th

Skyline Sail

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and discover the Windy City from the water.

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From $10

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Spirit Ships and Haunted Harbors

This STIRRING AND SPOOKY storytelling adventure peers into the dark waters of Great Lakes ghost ships and the darker deeds of souls that sailed its shorelines. As night falls and the light grow dim, journey through the misty curtains of time to uncover the mystery, history, legend, and lore of Spirit Ships and Haunted Harbors.