Chicago

13 Best Chicago Dinner Cruises

The dining decks on the lake and river: premier dinner sailings against the skyline, signature lunch cruises and brunch runs out of Navy Pier. The skyline was built to be seen from the water at golden hour; the tables face accordingly.

2.City Cruises Chicago: Premier Lunch or Dinner Cruise

Experience Chicago’s skyline with a gourmet meal on a luxurious Lake Michigan cruise, featuring stunning views, live music, and attentive service.

★ 4.3

“Our hostess/server,'"Leslie" was fantastic, made our day, she was attentive without being obtrusive, had great suggestions, was kind and patient, kudos to the boat staff,,best experience,,will definitely book again! My wife Evie and I enjoyed our 3 month wedding anniversary.”

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3.City Cruises Chicago: Lake Michigan Lunch or Dinner Cruise

Experience Chicago’s skyline on a 2-hour Lake Michigan cruise with buffet meals, live DJ, rooftop games, and stunning views. Perfect for a fun, scenic outing.

★ 4.0

“It was a fun activity although the weather was cold and rainy and we couldn’t go outside on deck to take pictures. The food was good but I was disappointed that it is advertised as a buffet yet they did not bring out more of…”

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5.City Cruises Chicago: Fireworks Signature Dinner Cruise

Experience Chicago's skyline, fireworks, and a delicious buffet on this 2-3 hour dinner cruise starting at Navy Pier. Perfect for celebrations and memorable nights.

★ 4.0

“Overall the experience was fantastic. Some of the highlights, I would have to say are the FOOD, Entertainment, Quality of Time and Firework Show at the end of the night. Everything that was served was delicious from the Mexican Street Corn (off the cob) &…”

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8.Chicago Premier Plus Brunch Cruise on the Chicago River

Experience Chicago in style with a 2-hour Premier Plus Brunch Cruise. Enjoy stunning skyline views, chef-curated brunch, bottomless mimosas, and live narration.

★ 4.5

“It was decent. You can arrive 30 to 40 mins early. Pretty views, food options were good. Service was decent and people on the boat made it lively. Lots of opportunities to go out on the bow and back of boat for photos. Recommend doing…”

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12.City Cruises Chicago: Fireworks Premier Plus Dinner Cruise

Experience Chicago’s skyline and fireworks from the water with this elegant dinner cruise featuring gourmet food, live entertainment, and stunning views.

★ 4.0

“I had an absolutely amazing experience! At first, things started off a bit chaotic! I accidentally purchased my tickets for the wrong date. I panicked, but thankfully I was able to reach out to the vendor and was connected with a wonderful woman named Samantha.…”

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13.Chicago Signature Brunch Cruise on Lake Michigan

Experience scenic Lake Michigan views with a Chicago brunch cruise featuring a buffet, bottomless mimosas, live DJ, and iconic city sights in comfort.

★ 4.5

“ALL of the staff were very polite, seemed truly interested in making the occasion personalized, and meeting our every need. The food was delicious, the DJ was able to play our requests, and the facilities were clean and obviously care for very well. No complaints…”

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