Cruise about two miles offshore for wide-open Chicago sunset views
1+ Hours
Head out on open water and watch Chicago fade into silhouette as the sun drops toward the horizon. Cruise about two miles offshore for a clear view, with departure times that shift seasonally and are confirmed ahead of your charter.
Total amount due upon agreement of boat ride. Refundable with five days notice. If scheduled service is less than five days there is a $150 cancellation fee.
Product ID: GNATW2
Plan to arrive at least 15 minutes early. The area is very congested, and building in extra time helps you leave on schedule.
From the street, walk east through the Diversey Harbor parking lot to C-dock.
Search for "Chicago Blue Water Charters" on Google Maps.
2759 North Lake Shore Drive West Chicago, IL US 60614
Captain Bob has earned a near-perfect reputation on Lake Michigan, and it's easy to see why. Reviewers consistently praise his deep knowledge of Chicago's waterways, his engaging storytelling, and the relaxed, welcoming atmosphere he creates on board. His boat is frequently described as spotless, comfortable, and impressively well-maintained, with one guest comparing it to "a Porsche on water." What stands out beyond the boat itself is how personally invested Captain Bob seems in every outing. He tailors experiences to his guests, whether that means finding the best spots for the Air and Water Show or navigating to scenic sunset views. He's praised for being safety-conscious and skilled on busy waters, which clearly puts first-timers at ease. Repeat bookings and "can't wait to go back" comments show up throughout the reviews, which is about as strong an endorsement as you can get.
My wife and I had the pleasure of being on Captain’s Bob charter last weekend for the sunset cruise for our first anniversary. It was an awesome ride, full of fun and we even got to jam out to your own music. Captain Bob was very professional and gave an informative tour of the lake during the experience. Overall I would recommend this charter to whoever is looking for a great time on Lake Michigan. Thanks again Captain Bob
Anthony Sanchez-Ayra
July 13, 2026
My wife and I had the pleasure of being on Captain’s Bob charter last weekend for the sunset cruise for our first anniversary. It was an awesome ride, full of fun and we even got to jam out to your own music. Captain Bob was very professional and gave an informative tour of the lake during the experience. Overall I would recommend this charter to whoever is looking for a great time on Lake Michigan. Thanks again Captain Bob
Anthony Sanchez-Ayra
July 13, 2026
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