Tall Ship Red Witch

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4 E 54th St
Chicago, IL 60615

The Tall Ship Red Witch in Chicago, IL, invites guests aboard the Red Witch II, an approximate replica of an early-generation “12-Meter” sailboat. The vessel, approved by the U.S. Coast Guard for 40 passengers, but sailing best with 28 or fewer, boasts an overall length of 55 feet, displacing 19 tons, and carrying 1,200 square feet of sail. With a traditional full keel and cutter sailing rig, the Red Witch II reaches speeds of up to 12 knots, offering a thrilling sailing experience.

Delving into sailing history, the Red Witch II pays homage to the “12-Meter” racing yachts of the 1920 Olympics and America’s Cup races from 1958 to 1966. Captained by Andrew R. Sadock, a 100-Ton Ship’s Master with extensive nautical endorsements, the vessel has safely transported over 336,000 passengers from various harbors. The Red Witch III, a vintage design built in Canada in 1977, offers a rugged yet memorable experience, ideal for navigating the choppy waters of the Great Lakes.

For those seeking a unique setting for private events, the Tall Ship Red Witch provides an intimate experience for up to 28 guests aboard the Red Witch II or up to 5 guests on the Red Witch III. Whether hosting corporate meetings, weddings, family reunions, or school outings, both vessels offer a versatile and adventurous venue. With a focus on creating lasting memories for guests of all ages, the Tall Ship Red Witch promises an unforgettable sailing adventure on Lake Michigan.

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Reviews

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4.063 reviews
Jennifer G.
7/27/2025

Best deal in Milwaukee. Family of 8 took the sunset cruise. So peaceful and beautiful. the red witch was a surprise hit on our visit to Wisconsin.

Stacy P.
7/28/2025

Affordable experience. Weather was fantastic. They are just getting started in Milwaukee so the amenities are needing attention, but they realize that. The captain and his mate were very friendly...

Erin S.
8/31/2025

Really wonderful night out on Lake Michigan! Red Witch sailing is definitely a hidden gem in downtown Milwaukee. Very safety-focused and took us on a peaceful sunset cruise on the lake. Captain...

cheryl d.
8/3/2025

This was a fantastic experience all around! The Capt and First Mate were experienced and very professional. Beautiful way to see the MKE skyline and enjoy a couple hours on Lake Michigan!

Audrey M.
8/13/2023

A great experience worth every moment Would recommend it to singles couples families and groups. Excellent deck crew a safe affordable sailing trip on Lake Michigan

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