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Educational Sail: Tall Ship Discovery Sail

Get Active on this Educational Sailing Adventure!


Ahoy! Join us for an exciting educational adventure aboard Tall Ship Windy! Great Lakes history and maritime tradition come alive from the decks of our floating classroom with Windy’s Tall Ship Discovery Sail (TSDS) for sail training.

This unique, hands-on learning experience is a great way to enjoy physics, history and storytelling while taking an active part in sailing the vessel. Watch as faces light up with excitement as we turn theory into practice, have real fun and are educated along the way.

For information on a Private Tall Ship Discovery Sail for your group, email or call 312.451.2700.


Join in on a scheduled Tall Ship Discovery Sail! Adults and children alike can experience the Tall Ship Discovery Sail every Saturday, Sunday and Monday at 11am.

Share the marvel of maritime heritage on the Great Lakes as history comes alive with an exciting educational adventure for curious minds of all ages. Join the group on their sail training mission for hands-on sailing aboard Windy and then muster for learning stations led by our crew-educators.

Click the Book Now button to check upcoming dates.


Amphitrite Digital is offering free Windy Tall Ship Discovery Sails to any tax exempt non-government charitable organization whose mission is to support the youth of Chicago. The program starts June 12 and is being offered every other Monday through Labor Day. The program is jointly sponsored by Windy of Chicago, an Amphitrite Digital Company, and Navy Pier.

This is a perfect summer learning program for any non-profit youth groups including Boy Scouts, Girl Scouts and groups treating at-risk youth. These Tall Ship Discovery Sails for non-profit youth groups are only offered on select Mondays at 11am.

If you represent a Chicago-area non-government tax exempt youth group, you can request a reservation by completing this form:

NON-PROFIT YOUTH GROUPS ONLY: Submit a Request for the FREE Monday Tall Ship Discovery Sail

  • A groups non-profit exempt status will be verified using the IRS tax exempt organization search database.
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    If your dates are flexible, please indicate that in the "additional questions/comments/dates" box below.
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