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    Travel Plus, Inc.

    5.0 (2 reviews)

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    Chicago Fireboat Tours - View of city

    Chicago Fireboat Tours

    4.9(68 reviews)
    34.2 mi•The Loop

    A beautiful day on the Lake Michigan. Had a blast on Veteran-owned FIREBOAT-TOURS today! Such a fun…read moreafternoon soaking up Chicago's history and architecture from the water. The itself was comfy and solid, and it's pretty cool to think this fireboat served the city's fire department from 1937 to 1981. Lucky us, we caught a perfect day light winds and clear blue skies. Thank you to Cliff, our tour guide, who had serious knowledge of Chicago history and a fun vibe was fabulous. The bartender, magic manning, was a total character, bringing good energy and making sure everyone had a good time. In fact, the whole crew was super welcoming and made the experience even better. Next time we are going to try the sunset cruise and do this all over again.

    This fireboat tour was spectacular! My friend and I both had a wonderful time and can't recommend…read moreit highly enough. The length of 2 hours was perfect so we didn't feel rushed. We motored around near Navy Pier and on the river. While I'm generally not into architecture, the buildings were beautiful and interesting to learn about. I expected that the tour would include a recording of the information about all the sights, but the person narrating the tour did so live. He came up and chatted with all the passengers a couple of times. We felt very well cared-for. Word to the wise though, it can get a bit chilly so wear layers if possible. Highest recommendation!

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    Chicago Fireboat Tours
    Chicago Fireboat Tours
    Chicago Fireboat Tours - Skyline views

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    Skyline views

    Tall Ship Windy - Tall Ship Windy

    Tall Ship Windy

    4.1(535 reviews)
    34.1 mi•Near North Side

    One of the best things I did while visiting Chicago! I booked the 8:30 p.m. Tall Ship Windy sail,…read moreand it was worth every penny. We left around 8:30 to 8:45, and by the time the 9:00 p.m. fireworks started, we had a front row view from the water. It was absolutely incredible. The captain and crew were friendly, welcoming, and did an amazing job. The ship wasn't overcrowded, so there was plenty of room to walk around and take in the views. Watching the fireworks with the Chicago skyline in the background was unforgettable. After the fireworks, we sailed under the night sky with the sails up and great music playing. It honestly felt like I was in the Caribbean, except with an amazing city skyline all around us. I'm from New York and was in Chicago for work, and I have to say this was even more impressive than seeing the New York skyline from the water. I also own a sailboat, so I really appreciated how well the crew handled the ship. One of my favorite parts was that guests could even help hoist the sails. There was a full bar with a really good rum punch, and so many great spots to take pictures of the sunset and the skyline. The crew was also happy to take photos for people. If you're going, get to Navy Pier early and enjoy the restaurants and drinks before your sail. This is great for families, couples, or even if you're traveling by yourself like I was. It's a unique experience that you won't get on one of the regular tour boats. I would absolutely do this again the next time I'm in Chicago.

    This boat ride was so enjoyable. The crew was awesome! Special shout out to Nina who went above…read moreand beyond to assist with my mom and aunt who are handicapped and had a great time. I highly recommend Tall Ship Windy!

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    Tall Ship Windy - Michael Charles & his group

    Michael Charles & his group

    Tall Ship Windy - Andy the Kidd, regaling the passengers with tale of lake piracy!

    Andy the Kidd, regaling the passengers with tale of lake piracy!

    Tall Ship Windy - Had the cruise actually been as advertised, we SHOULD have seen this!

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    Had the cruise actually been as advertised, we SHOULD have seen this!

    Travel Plus, Inc. - travelservices - Updated October 2026

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