1. Tall Ship Red Witch

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Kenosha, IL

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Tall Ship Red Witch

4.2 (68 reviews)
Closed • 10:00 am - 12:00 pm

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Red Witch
Natalie A.

We went out this past Saturday at 2:30, they packed us in like sardines, I think assuming there would be more walk-ons at the dock, but there were not and then they never allowed us to spread out. 1/3 of the boat was empty but I rode with my hip jammed into a stranger -The water was incredibly choppy and the crew seemed a bit uptight/concerned about passenger safety but began threatening everyone about holding on for dear life and not standing up - I get that there are rules on board but it made for an anxious start, and passengers were left feeling rather subservient. I was holding my breath wondering who was going to be the first chosen to walk the plank...captain, our group just paid hundreds of dollars to float around in your boat, a little kindness could go a long way... The ride was lackluster. We stayed very close to shore due to the waves, and it felt more like a motor boat ride than a sailing cruise. I guess I can say I've done it and lived to tell the tale, but not a very pleasant nor enjoyable experience.

Captain Andrew

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

Chicago skyline from one of their ships.
Lily Z.

I bought tickets on Travelzoo for a double date. In total, I paid $175 ($140 on travelzoo, an extra $25 for fees when I actually reserved the dates). Aside from unexpectedly paying fees during the reservation process, I enjoyed my sailing trip. The staff provided complimentary water and pop. We thought we were going to miss the boat, but they left the harbor at 1:15PM! They had beer and wine for sale. They were nice enough to not notice that we didn't pay for the beer, but we tipped generously instead. I kind of wished we were able to go more alongside the lakefront and not just around McCormick Place and Museum Campus.

8.21.13
Erin I.

Absolute Delight! I recently had the privilege of sailing on the Red Witch Tall Ship and have only positive things to say. Here are the highlights: 1. Friendly and knowledgeable crew - awesome people! 2. Incredible views! It really doesn't get much better. We had a spectacular night for weather which helped of course, but it still is stunning to see the city from such a distance. 3. Spacious and clean -- the sailboat is great for parties and large groups! It's clean and really easy to maneuver around. 4. I will definitely come back!

An amazing 4th of July aboard the Tall Ship Red Witch.

I came across the Tall Ship Red Witch about a month before the 4th of July while I was looking for possible sailboats to charter. I showed it to my girlfriend and we were both sure it must have been booked months earlier. Nonetheless, I called the next day and was surprised to find that it was not only available, but also affordable (($650/hour x 3 hours + 9% Chicago Amusement Tax) / 49 people = $44 per person). Now I just had to find 47 other people. Over the weekend I talked to a few friends and word spread like wildfire, turns out everyone wants to be on pirate ship for the Fourth of July. I made an excel spreadsheet with names, sent out emails to our selected friends, and gave them a 72 hour deadline to get me the money (this helps weed out the irresponsible few who would probably not make the boat on time anyway). By the powers of Venmo (amazing iPhone/Android payment app) and Paypal, I had all the money up front and put down our 50% deposit the next week. On the day of the cruise, they recommend that everyone arrives at least 30 minutes before your scheduled departure. I would like to reemphasize this point. We only had one couple come slightly late (3 minutes), but it is not especially easy to get to Burnham Harbor so that time cushion is extremely helpful. Once we arrived, Captain Andrew took me aside to go over the plan and make sure we were in sober enough shape to board (it was the 4th of July, mind you). I assured him that I had suggested everyone take the afternoon easy and we were all good to go. Captain Andrew is extremely friendly and certainly allows the passengers to have a good time, but it's obvious that safety is his first priority and wouldn't allow anyone to board who would be a danger to themselves, the other passengers, or the crew. From there, we loaded the beer and wine (no hard alcohol is allowed, which is completely fine), and took off. After leaving the dock, one of the crew went over the rules (no jumping in the water, watch out for the swinging boom, etc.) and we putted out to the lake by engine. Once we were out of the harbor, the sails went up, the engine went off, and we pointed the bow towards the horizon. We couldn't have picked a better day for sailing. The sky was blue, it was very warm, and the wind was strong enough to really get the boat moving. When you approach the boat, it looks a bit small but I can assure you that 49 passengers will fit comfortably. Also, the three hour cruise was a perfect amount of time and as we were heading back to the harbor, we got to see the sun setting behind the skyline (the Sear's/Willis tower is HUGE when looking at it from the water). Overall, everyone had an absolutely amazing time. Since the cruise, at least two of the passengers are now planning their own private charters. Captain Andrew and his crew were wonderful and friendly, going out of their way to make sure we were safe and happy. Also, if you have the chance, I'd recommend talking to the Captain at length, he's a super interesting guy. Thanks Tall Ship Red Witch, we'll be back!

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12 years ago

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3 years ago

Really nice experience. Weather was perfect and the captain was very informative. He ran the boat and his crew perfectly

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3 years ago

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13 years ago

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11 years ago

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11 years ago

The boat was beautiful! Crew was pleasant MR. Blue was funny. Boat was clean and we had an amazing view for the firework show.

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14 years ago

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Review Highlights - Tall Ship Red Witch

“Once we were out of the harbor, the crew asked for volunteers to hoist the sail - my 80 yr mother volunteered!”

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Tall Ship Red Witch - boating - Updated November 2026

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