Tall Ship Red Witch

Come sail your Chicago Yacht Charter with us! We’re gearing up for our 2014 season.

Red Witch is Chicago’s beautiful authentic wooden sailing yacht, offering a unique sail experience with our Chicago skyline tours, day sails and Navy Pier summer fireworks cruises.

Book your sailing charter now!


The suggested length of a charter is two hours. As we’re a sailboat, we usually sail where the wind and waves take us, and try to see some sights along the way. Red Witch sails afternoons through late evening, but is available for earlier or longer charters by request. We will do our best to meet your cruise needs, and make your yacht charter fun and memorable, as we’d love to see you again and again!

Our boat is located in Burnham Harbor, Behind Soldier Field at 599 East Waldron Drive. We will meet you at the gate to J Dock. Please Note: We are not located at Navy Pier!

Red-Witch-skylineRed Witch was voted “Best Tour and Charter Boat” in 2009, and nominated 2010 and 2012. She is Chicago’s ONLY wooden tall ship — a genuine, historically-accurate working John Alden schooner on the Great Lakes. Reserve your 2014 charter now!

Contact us now or use our charter booking form for more detailed information.

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How did you hear about Red Witch?

If you’d like to contact us via phone, please call our charter information line at 312-469-0233.

Chicago Skyline Sails

Come view Chicago from Lake Michigan like sailors of old! We offer an unforgettable experience at affordable prices. Red Witch comfortably accommodates up to 49 passengers.

Sailing Charters in Chicago

You’ll feel more like a crew member than a passenger aboard Red Witch as we present an interactive experience wherein you can choose to raise sails, or simply relax and enjoy Chicago’s world-class skyline. We offer amazing sailing excursions in Chicago! When the sails are raised and the motor is turned off, the only thing you’ll hear is the wind. Have your event catered, or bring your own beverages, wine and snacks.

Navy Pier Fireworks

Come sail with us every Wednesday and Saturday to watch the Navy Pier fireworks! Pack a picnic dinner and enjoy the views with your sweetheart.