Dinner & Cocktail Cruises


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15 Best Dinner & Cocktail Cruises In Chicago

The best of Chicago.

The 15 best dinner & cocktail cruises in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.

15 Best Dinner & Cocktail Cruises In Chicago

Chicago: Fireworks Cruise with Lake or River Viewing Options - River vs Lake Michigan: Which Cruise Length Fits Your Night
Chicago, Cruises & Boat Tours, Dinner & Cocktail Cruises, Tour Reviews

Chicago: Fireworks Cruise with Lake or River Viewing Options

1.Chicago: Fireworks Cruise with Lake or River Viewing Options

See Navy Pier fireworks from the water on a Chicago cruise. Pick a short river option or a longer Lake Michigan skyline show.

Most Popular 4.3

“Our guide was outstanding. He provided just the right amount of historical detail, in a very entertaining fashion. He also filled the delay at the Chicago Lock with more fun detail about Chicago The boat was comfortable and provided nice views of the shoreline. Only complaint was that it would have been nice if the…”

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City Cruises Chicago: Signature Lunch Cruise on Lake Michigan - Where You Start: Navy Pier Without the Wrong-Boat Stress
Chicago, City Tours, Cruises & Boat Tours, Dinner & Cocktail Cruises, Lake Michigan Cruises, Lunch Experiences, Tour Reviews

City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

2.City Cruises Chicago: Signature Lunch Cruise on Lake Michigan

A 2-hour small-group lunch cruise on Lake Michigan from Navy Pier with buffet lunch, DJ entertainment, and skyline views.

4.0

“When I say we had a time last night that’s what I mean it was 16 of us and when I say Danny the event host was AMAZING. I would recommend this event to anyone for any occasion. We were on the Spirit of Navy Pier.”

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Chicago Signature Dinner Cruise on Lake Michigan - From Navy Pier to the Skyline: What the 2–3 Hours Feels Like
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Chicago Signature Dinner Cruise on Lake Michigan

3.Chicago Signature Dinner Cruise on Lake Michigan

Sunset Lake Michigan dinner cruise from Navy Pier with skyline views, an all-you-can-eat buffet, and DJ dancing for about $89.

4.0

“We were excited about the evening but sadly Mother Nature had different plans. We never left the dock. However they made up for it by offering an open bar. Our server, Coco, was great. She was fun to work with and constantly kept in touch throughout the evening. It was pouring rain when we left…”

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Chicago Premier Dinner Cruise on Lake Michigan - The 3-course dinner value: chef-plated, tableside service, and non-alcoholic drinks
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Chicago Premier Dinner Cruise on Lake Michigan

4.Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan offers a 3-course dinner, skyline views, and DJ music for about 2.5 hours from Navy Pier.

3.5

“This was an amazing trip with outstanding views. We were celebrating my Mom's 65th birthday and the manager Antonio found a way to make the day special and unforgettable for her. She has been overwhelmed with excitement ever since. This was a perfect evening that was well worth every penny!”

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Chicago: Lake Michigan Lunch or Dinner Cruise - Where you board the Odyssey at Navy Pier (and how to avoid stress)
Chicago, Cruises & Boat Tours, Dining Experiences, Dinner & Cocktail Cruises, Dinner Experiences, Lake Michigan Cruises, Lunch Experiences, Tour Reviews

Chicago: Lake Michigan Lunch or Dinner Cruise

5.Chicago: Lake Michigan Lunch or Dinner Cruise

Enjoy a plated 3-course lunch or dinner aboard the Odyssey on Lake Michigan, with 360 views, a DJ, and skyline passes.

4.3

“the ambiance. the host serves everyone was polite and pleasant EXCEPT for the short dark security at the front that works 2/14/25. I was on my phone informing my husband's where we at and he came out of nowhere after I making my way to the taller security as he was the only 1 insight…”

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City Cruises Chicago: Lake Michigan Lunch or Dinner Cruise - Boarding at Navy Pier: the part that trips people up
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City Cruises Chicago: Lake Michigan Lunch or Dinner Cruise

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

Lake Michigan lunch or dinner cruise from Navy Pier with a big buffet, live DJ, rooftop games, and skyline views. Brunch includes bottomless mimosas.

4.1

“Over all experience was good. I have little ones however, a cruise such as these should be for adults only. Too many little ones running around through out the entire time. Should be a time to relax and enjoy 😉.”

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Chicago River: Guided Sunset Cocktail & Architecture Tour - The timing: what 90 minutes actually feels like at dusk
Chicago, Chicago River Architecture Cruises, Dinner & Cocktail Cruises, Evening Experiences, Guided, Tour Reviews, Tours

Chicago River: Guided Sunset Cocktail & Architecture Tour

7.Chicago River: Guided Sunset Cocktail & Architecture Tour

90-minute Chicago River sunset cruise with included cocktails, award-winning architecture commentary, and 100-year-old bascule bridges.

4.6

“This activity was one of my most favorite experiences of my trip to Chicago. Very cheat compared to all other activities, best money I spent during my stay! The amount of information and history that the guide new was amazing! The sunset cruise with the downtown lights was breathtaking!”

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Lake Michigan Fireworks Cruise in Chicago - The Chicago Lock Wait: The One Timing Issue You Should Expect
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Lake Michigan Fireworks Cruise in Chicago

City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise - Brunch vs lunch vs dinner: what actually changes
Chicago, City Tours, Cruises & Boat Tours, Dining Experiences, Dinner & Cocktail Cruises, Dinner Experiences, Lunch Experiences, Tour Reviews

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

Chicago River Cocktail Cruise - The route: Wrigley Building, bridges, and downtown icons in one sweep
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Chicago River Cocktail Cruise

10.Chicago River Cocktail Cruise

Sip a cocktail on a 90-minute Chicago River architecture cruise with live commentary, included drinks, and views of 50 skyscrapers.

4.5

“All of it. Was amazing. Highly recommend would do it again. Very informative. Neat learning experience all the history.”

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City Cruises Chicago: Fireworks Signature Dinner Cruise - Buffet Dinner: What’s Included and How to Eat Like You Mean It
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City Cruises Chicago: Fireworks Signature Dinner Cruise

11.City Cruises Chicago: Fireworks Signature Dinner Cruise

A Chicago Lake Michigan fireworks dinner cruise with a buffet, DJ, and Navy Pier views. Smart casual, weather-dependent fireworks, great value.

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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City Cruises: Chicago Fireworks Premier Dinner Cruise - Plated dinner on the water: what you get (and how to handle it)
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City Cruises: Chicago Fireworks Premier Dinner Cruise

13.City Cruises: Chicago Fireworks Premier Dinner Cruise

Cruise Navy Pier for a plated dinner, DJ music, and fireworks views over Lake Michigan with Chicago skyline landmarks from the decks.

3.0

“Fireworks were fun and the boat was nice, but the food was pretty mediocre and only two of the three courses were plated with dessert being on a buffet (advertised as a plated three course meal). For the money you are better off eating dinner before and going on a cruise later.”

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City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River - The Chicago River route: main + south branches and why you should expect variations
Chicago, City Tours, Cruises & Boat Tours, Dinner & Cocktail Cruises, Tour Reviews

City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

14.City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

City Cruises Chicago Premier Plus brunch cruise with unlimited mimosas, a 3-course plated meal, and narrated Chicago River views in A/C.

4.5

“The ride itself was enjoyable, and the views were wonderful, but I found the food limited in both quantity and quality for the price paid. I was also hoping for a livelier atmosphere with more music, but the narration about the buildings dominated most of the time. While I understand some guests may enjoy the…”

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City Cruises Chicago: Lake Michigan Fireworks Dinner Cruise - What Happens During the 3 Hours Aboard
Chicago, City Tours, Cruises & Boat Tours, Dining Experiences, Dinner & Cocktail Cruises, Dinner Experiences, Lake Michigan Cruises, Tour Reviews

City Cruises Chicago: Lake Michigan Fireworks Dinner Cruise

More Dinner & Cocktail Cruises In Chicago

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