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

“The overall luncheon was extremely nice. From the staff to the meal. If I could criticize anything it would be to make sure the name of the ship is on the tickets or details. We didn't know which ship to board. And we had 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

“This was breathtaking! The food was so good and the customer service was top notch. Shout out to Tish for taking care of us. The icing on the cake was the fireworks and the live singer on the top deck. Please experience this cruise. It’s…”

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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 food was good and the mimosas flowing. Artisha was our waitress and photographer. She is best! I wish I could put her in my luggage and take her home with me. She is a full vibe.”

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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

“Super fun! The dinner was yummy and the DJ was awesome. The views of the city from the lake were amazing! Highly recommended. The staff is super friendly.”

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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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