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    1 year ago

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    Wendella Tours & Cruises - Chicago River Architecture Tour

    Wendella Tours & Cruises

    (1.6k reviews)

    Near North Side

    The Lake Fireworks tour was excellent. Gabby was our guide and she was excellent and very…read moreknowledgeable. The tour combined fireworks, history, and architectur. The whole family loved it.

    I've been to Chicago many times, but never did the architectural boat tour thinking 'oh it's too…read moretouristy.' This time I gave in thinking the weather is nice and I want to do something relaxing. Wendella was highly ranked and a friend recommended them. I was bummed when I saw the 90 minute sunset tour was sold out. I saved $50. lol I was happy to find that they had a 45 minute tour at 8pm. This was actually perfect and for $28! I got to see a little bit of light when we boarded and the actual sun setting and views of the city in the dark. Very beautiful. The host tries to tell us history and be funny, but I think most were busy taking photos or just relaxing as a breeze hit. The ride is smooth so not to worry if you typically get motion sick. I felt fine. You may book tickets online and I'd show up by 7-7:15pm to get on the 8pm boat. The line gets long and if you want premium seating in the back or along the sides, then you want to be early. This 45 minute tour takes off a little bit further in than the 90 min one that has entry just off the bridge by Michigan Ave. Not sure if the boat had a restroom. Overall I'd budget about 2ish hours for this activity from the time waiting in line, cruise, and getting off the boat. Highly recommend!

    Chicago Fireboat Tours - View of city

    Chicago Fireboat Tours

    (68 reviews)

    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!

    The Salty Dog Sailing Co.

    The Salty Dog Sailing Co.

    (27 reviews)

    Near Southside

    Captain Kirk Kessler, a United States Coast Guard - Certified Master Captain, goes all out to give…read morehis passengers a wonderful experience. His boat, the Peony, is equipped in a manner to meet the needs of his guests. His first mate, Woody, a chipper mini Golden Doodle, adds a fun touch to each outing. Kirk is extremely professional, going over his shipboard rules with all his charges before they embark. His rule #1 - "Stay on the boat!" Captain Kirk gets a sense of each of his sets of guests, and how comfortable (or apprehensive) they are on the water. Passengers preferring a sedate, "gentle" excursion will get one (to the extent weather and lake conditions permit); those guests up for a more adventurous outing with 15-30 degrees of heeling will have their wishes fulfilled. As a USCG-certified Master Captain, Kirk knows what he needs to do to trim the sails and change his headings to make his cruises pleasant ones for his passengers and their predilections. A charming host/skipper, Captain Kirk will make your sail/cruise an unforgettable one - withe the beautiful Chicago skyline as your sunset backdrop. You can't do better than Salty Dog Sailing Co.!

    I highly recommend chartering with Salty Dog. Captain Kirk () was very professional. I was a…read morelittle nervous, but he set everyone in our party at ease. The boat comfortably fits 4 people, and you can just sit back and relax. Woody is extremely friendly, greeting us on the dock when we arrive, and sleeping next to us the entire trip, except when we turned and he had to flip to the other side! And it's true sailing, we went about 3.5 miles from shore, getting some incredible views of the city. It was a great day, great conversation and an overall awesome time!

    CE Boating - boatcharters - Updated August 2026

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