Tall Ship Adventures of Chicago

Today's Adventure...

Tall Ship Adventures of Chicago is pleased to suggest a choice of three sailing adventures to choose from. All of the ships have exceptional Captains and crew, who are ready to provide you with an exciting yet relaxing way to enjoy our lake.

For more information about each of these unique sailing vessels, click on the picture of the ship. To return here, click on the "Fleet Page"

Red Witch Windy Pianissimo

Red Witch

The 77-foot Schooner Red Witch is perfect for daily public events and private charters from 7 to 49 passengers. Our events include Cocktail Skyline Sails (sunset and moonlight), Day Sails and Fireworks Sails!

Red Witch is a registered Tall Ship and is docked in Burnham Harbor - in the museum campus - conveniently located 2 blocks south of the Shedd Aquarium, one block east of Soldier Field, easily accessed via bus (146), car, taxi, water taxi or trolley.

Please click the picture to visit her website.

Windy

The 148-foot Schooner Windy sails daily; the tours are normally 1 or 1.25 hour, but new in 2011, a 3 hour extended cruise has been added! Themed cruises, which range in cost from $24-$30 for adults, and $10-$20 for kids 3-12 years old. Check the online schedule "Click here". Great for all ages! Group rates for more than 20 passengers are available for most events.

Private Charters for up to 134 passengers are also a great option.

Schooner Windy, a registered Class A Tall Ship, is located on Navy Pier.

For more details, and to visit her web site, please click on her picture!

Pianissimo

The 50-foot Sloop, Pianissimo, our newest addition, is a brand new 2011 Beneteau Oceanis 50, offering private and shared sails for up to 6 passengers, including the option to share your charter.. Bareboat training classes will be available! Prices start at $310.00 for a 2 hour private charter. Prices include Captain and Crew.

Pianissimo is great for a small group outing to privately enjoy Chicago's great skyline while sailing. You can dine with your personal or catered picnic. Swimming is also possible from her deck using our a swim ladder and platform.

Sloop Pianissimo, is scheduled to be docked in DuSable Harbor in downtown Chicago.

For more details, and to visit her web site, please click on her picture!

  • Tall Ship Windy is owned by Tall Ship Adventures of Chicago
  • Red Witch is owned and operated solely by Tall Ship Red Witch LLC
  • Pianissimo is owned by Tall Ship Adventures of Chicago and operated by Lakeshore Sail Charters, LLC

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