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.

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

“Very friendly and efficient staff! Drinks were good, food was okay. Id recommend ordering the appetizers before the buffet is served unfortunately thats not included with the buffet meal and cost!”

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6.City Cruises: Chicago Fireworks Premier Dinner Cruise

Experience Chicago’s skyline and fireworks from Lake Michigan aboard a luxury dinner cruise with gourmet food, live DJ, and stunning city views.

★ 3.0

“The staff were wonderful and Paul W., our waiter, was awesome. He and the waitress Alaycia, gave me and my date all that we could have imagined. The whole night with the, food, fireworks and the dancing, everything was perfect! Thank you! Also, the touch…”

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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

“The overall experience of the cruise brunch was great. However, the direction to the location is unclear. The direction needs to be more detailed.”

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9.City Cruises Chicago: River Architectural Lunch Cruise

Experience Chicago's stunning architecture from the water with a 2-hour river cruise that includes a delicious 3-course lunch, guided commentary, and scenic views.

★ 4.5

“I can confirm that the instructions were awful. The pin that is in the reservation is for another parking lot. I recommend you follow the instructions that Viator gives you to start and then heed mine. The directions will take you to a parking lot…”

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11.Chicago: Christmas Eve Lake Michigan Gourmet Dinner Cruise

Celebrate Christmas Eve with a scenic Lake Michigan dinner cruise featuring fine dining, city views, and festive entertainment—perfect for a memorable holiday night.

★ 4.8

“Improved- food is hot not cold… soda was very flat and syruppy Not sat near the door -everyone kept opening and shutting the door - it was cold. I wore my puffer jacket for the meal Many songs were in Spanish”

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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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