Welcome Aboard Tall Ship Windy

Sailing Tours Aboard Chicago's Official Tall Ship!

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!

  • 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.
  • Saturday Night Fireworks Cruise and Spirit Ships

    A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in town! Grab a cool drink from our bar, relax, and enjoy a leisurely evening sail past the brilliant and beautiful Chicago skyline. Then, join our storytellers on the main deck, if you dare. As night falls and the seas grow dim, journey through the misty curtains of time to uncover the mystery, history, legend, and lore of our Spirit Ships and Haunted Harbors.
  • 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.
  • 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"!
  • Marshall Vente Jazz Cruise

    Join Marshall and his band on an evening cruise aboard the Tall Ship Windy, as they sail across the memorable Chicago skyline, quietly under sail power, while he serenades the you with his own tropical jazz fusion of music, now is your chance to enjoy the limited event, and have memories that will last a lifetime.
  • 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.
  • Welcome Aboard Tall Ship Windy!

    Chicago's Official Tall Ship

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