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Many of the Chicago boat tours you'll find below are charming and scenic. You can ride along Lake Michigan on a breathtaking yacht, sail the open seas on a Tall Ship, or take a quick ride on a water taxi. Some travels prefer something a little more adventurous though, and there's no better thrill for an adventure seeker in Chicago than a ride on Seadog Speedboat Tours!
These tours are dog-friendly, kid-approved and come in several varieties!
Tall Ship Adventures is one of our highest rated tours!
Tall Ship Adventures is a fleet of two sailing ships: Tall Ship Windy and Pianissimo. While the Tall Ship Windy is a larger, classic sailing ship, the latter, Pianissimo, is a small, modern ship perfect for private charters of up to 6 people.
The Pianissimo is one of Chicago's most luxurious and newest sailing boat charters, but the owners, your tour guides, are extremely knowledgable, experienced and provide the best possible time.
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