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.

1.Chicago Signature Lunch Cruise on Lake Michigan

Enjoy a scenic 2-hour lunch cruise on Lake Michigan in Chicago, with buffet dining, stunning skyline views, live music, and small-group intimacy.

Most Popular★ 4.0

“This was for my boyfriends birthday. We came here from DC. This was a ball. The DJ was on point!! The food was amazing! Salmon, Chicken, veggies, pasta, salad.. A table of sweets! The customer service was A1! Everything was a beautiful time! Make sure…”

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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

“Everything was excellent except the music was way too loud. Also the children on the boat took over the dance floor by chasing each other and doing cartwheels and back flips. Later one little girl began screaming and enjoyed it so much she continued to…”

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4.City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

Experience Chicago’s iconic architecture with a 2-hour brunch, lunch, or dinner cruise aboard the Odyssey. Enjoy chef-prepared meals and stunning river views.

★ 4.7

“Great experience, receiving a voucher due to us not being able to go out. But just the experience, food, staff and captain were amazing! Our server Jamie gave us the best experience. We will be visiting again in the summer!”

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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

“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

“Great way to see the city and fireworks. The food met expectations. Only critique was the windows could be cleaned more regularly, as there were spiders on the exterior window (none on inside)”

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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

“Leslie made our experience wonderful! We celebrated my girlfriend’s birthday by doing the brunch. Even though it was raining, it was still beautiful! Leslie made sure that our mimosas were filled, the staff was very friendly, and food was delicious. We will definitely be back…”

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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

“My sisters and I decided to start doing things we have not done before. The lunch cruise on the Odyssey was just perfect. The food was good, the staff, Heather and Isis, were great and the boat ode relaxing and enjoyable.”

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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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