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The Chicago Captain
The Chicago Captain: Private Chicago River tours with history, music, and memories.
5
Business
$$$
The Chicago Captain: Private Chicago River tours with history, music, and memories.
The Chicago Captain offers private boat tours of the Chicago River from Dock I, 1559 S Lake Shore Dr. Led by Captain Paul, these experiences blend Chicago history with scenic views on a clean, comfortable boat. Reviews highlight his knowledge of waters and weather, flexible scheduling, friendly service, photos captured for guests, and memorable guitar serenades.
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A 2-hour guided tour along the Chicago River, featuring historical insights and stunning skyline views.
Special evening tours to watch fireworks from the water, with a comfortable and scenic vantage point.
Customized boat trips for work teams, celebrations, or events, accommodating up to 10 guests with amenities like hats and photos.
Accommodating service for weather changes or personal needs to ensure a safe and enjoyable experience.
Captain Paul entertains guests with guitar performances and songs, adding a unique touch to the tour.
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Overall rating
Michelle M
This private boat tour of the Chicago River was amazing! Captain Paul was so sweet, nice and helpful. He shared important Chicago history information and even played his guitar and sang a song. The whole group had a great time. I can’t wait to come back again!
Nora McCuan
The boat trip was super fun! We did the river cruise and it was a perfect amount of time. We went for two hours around the river downtown. Our captain couldn’t have been better!! Would definitely go again in the near future. If you’re looking for something to do in Chicago, let this be on your list!!
Holley Bloomfield, LCPC
The Chicago Captain knows all there is to know about these waters, weather and waves. We had to reschedule due to high waves and he was flexible and accommodating. His boat is beautiful and clean. He also shared history of Chicago with us and we even got a serenade! We had the perfect spot to take in the fire works and beautiful views! The night was perfect! Thank you Paul for a great night!
Danielle Michaels
Captain Paul was a true icon. I’ll start by saying his driving always felt safe and secure, he instantly gave off an aura of friendliness and hospitality. But beyond our wildest expectations, he even serenaded us with his guitar and thoughtful lyrics. We as a group of 8 celebrating women HIGHLY recommend his services. You shouldn’t do a trip to Chicago without a trip to Captain Paul.
Desiree Moran
Took my work team out on a boat with Captain Paul yesterday and it was amazing! He was friendly, took plenty of pictures of us, gave us fun hats to wear and even played some guitar for us! I would 100% work with Captain Paul in the future, thank you so much for an amazing experience! Also, the boat is super comfy, fit 10 of us perfectly!
