Chicago · CHICAGO DINING CRUISES
21 reviewed
Dinner and the skyline, both moving. Chicago's dining cruises run from brunch boats to black-tie dinners on the lake, and this page compares the menus, how long you sail, what the window seats cost, and which ones are worth dressing up for.
Small-group Lake Michigan lunch cruise from Navy Pier with a chef-prepared buffet, DJ and games, plus skyline views in about 2 hours.
“My wife and I enjoyed the experience. Food was really good and buffet style. Service was attentive and bar access was good.”
Sunset dinner cruise from Navy Pier with all-you-can-eat buffet, skyline views, and a live DJ for dancing on Lake Michigan.
“The music, site and ride was nice. IWe enjoyed the trip. We almost missed the ship because it was futheaway then we thought.”
A 2.5-hour Chicago skyline dinner cruise with a 3-course meal, DJ music, and optional summer fireworks from Navy Pier.
“Great views of the city at night. Food was average. Service was good. I was disappointed in the actual trip. We turned around several times to see the same area. I thought we'd go father north and south. The DJ was okay. I much preferred the live entertainment offered oRead more”
Enjoy a 3-course plated lunch or dinner on Lake Michigan with 360° Chicago skyline views, a live DJ, and dance time.
“Food could’ve been a little warmer. The taste of the food was good. The bathroom had an odor. My birthday was celebrated on the cruise, I parted to the beautiful music and the DJ was great!”
City Cruises Chicago Lake Michigan lunch, dinner, or brunch with 360° skyline views, DJ, games, and a buffet plus mimosas on brunch.
“Note: Meeting place is at the pier where your boat is docked not in Navy pier address (entrance). All in all it was an excellent activity. The staff was excellent!”
2-hour City Cruises Chicago river dining cruise with a chef-made 3-course meal, glass-enclosed views, and architecture narration on daytime sails.
“The best good and service on a lunch cruise. The European style river craft was great! Views all around and up!!!”
City Cruises Chicago Fireworks Dinner Cruise pairs a buffet meal, DJ party vibes, and Navy Pier fireworks from Lake Michigan, weather permitting.
“We had a wonderful time in Chicago and with this being the best to top it off the crew were very nice and the food was delicious!! Also, the DJ and Fireworks were spectacular!! This is a most to do in Chicago!!”
A Chicago fireworks dinner cruise from Navy Pier with a plated meal, DJ music, and skyline views, plus unlimited non-alcoholic drinks.
“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.”
Premier Plus Chicago River brunch cruise with unlimited mimosas, plated 3-course brunch, and guided architecture views from Cityfront Plaza.
“i paid for chobani yogurt, a dry chicken breast, and a bowl of sugar called tiramisu. also bring a coat because it’s arctic cold. as a local, the docent tried but was mehh. overpriced and not worth it. take the architecture tour.”
A 3-hour Lake Michigan dinner cruise from Navy Pier with a buffet meal, DJ music, and some of Chicago’s best fireworks views.
“Worst experience ever!!! My flight got delayed due to bad weather and I emailed the activity director to reschedule my cruise and never got a response. I noticed that my tickets were cancelled and never offered to reschedule. I sent another email asked for a refund, reschedule or credit for another time and was denied all avenues. This company kept my $688.00 and no way to get a credit or nothing. They refused to work with me period. I will not be booking anymore trips with this company. The are bad news!”
Skydeck Chicago’s Pie in the Sky VIP Dinner pairs after-hours Willis Tower views with custom deep-dish pizza for a memorable Chicago night.
“This was such a beautiful experience. I enjoyed the three entree dinner and it felt so dreamy/romantic once the sunset.”
2-hour Chicago River architectural lunch cruise with a plated meal, reserved table, and guided sights from Tribune Tower to Union Station.
“Great experience and great lunch beautiful skyline and great service well worth the money spent overall a great experience”
A 2-hour Lake Michigan brunch cruise from Navy Pier with skyline views, a brunch buffet, unlimited mimosas, and DJ music.
“Went in July. Staff is super friendly and organized. Food was pretty good. Went with family and friends and we had a good time.”
Step into 1929 Chicago for a speakeasy dinner and 90-minute twenties revue with singing, comedy, and classic comfort food.
“It’s a Roaring Twenties experience with dancing and singing. There are also lots of jokes and gags with customer participation.”
Chicago Christmas Eve Lake Michigan dinner cruise with a DJ, 3-course plated meal, and panoramic skyline views from Navy Pier.
“Muy divertido! La cena muy rica y el DJ genial. las vistas a la ciudad desde el lago fueron increíbles! Muy recomendable. El staff muy amable.”
