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Special Event Sails in Chicago, IL

Browse our currently offered special event sails and experience a truly one-of-a-kind sail on Chicago’s lakefront.

From $78.40
  • 2 hours & 30 minutes

Marshall Vente

Sail along the magnificent Chicago skyline while being serenaded with the sounds of jazz fusion. This unforgettable and limited event is sure to create memories that last a lifetime.

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From $99
  • 3 hours

Chicago Air & Water Show

Bring your camera, binoculars, and sunscreen and join us aboard Tall Ship Windy for the best seat in the city to view the Chicago Air and Water Show.

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