Chicago · DINNER EXPERIENCES
The 7 best dinner experiences you can book today, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.
Depart Navy Pier for a 2 to 3 hour evening cruise on Lake Michigan. You’ll see the Willis Tower, Adler Planetarium, Soldier Field, and more, then enjoy an all-you-can-eat buffet, drinks at extra cost, and a live DJ. Smart casual dress is required.
“A very pleasant experience, excellent service and the view is impressive. I definitely recommend it.”
Spend about 2.5 hours aboard a City Cruises yacht from Navy Pier, with a three-course dinner, tableside service, Lake Michigan views, coffee, tea, and DJ music. I like this for skyline photos and celebrations, but food and service can vary, and drinks cost extra.
“Every other table had fresh tulips and a candle on it, but since I was by myself I didn't get those things. They said they didn't have a table set up for me-party of 1. They only have 1 vegetarian option so if you don't like that one option they they can't make anything else. I got a Read more”
Board the Odyssey at Navy Pier for a two to three hour Lake Michigan cruise with a plated three-course meal, table service, skyline views, a live DJ, and access to outdoor observation decks. Choose lunch for daylight or dinner for sunset and city lights.
“Everything was Wonderful from the beginning to end. The servers and Heather were all great!”
Sail from Navy Pier on a two-hour City Cruises Chicago brunch, lunch, or dinner cruise. Enjoy a prepared buffet, rooftop skyline views, a DJ, dancing, games, and a cash bar. Brunch includes unlimited mimosas, while lunch and dinner offer hearty salads, entrées, and desserts.
“Fantastic! Everything was amazing. ! Wish that was more Latin music played. Had to ask the DJ for a at least 1 bachata song to hit the dance floor. 100% recommended..thank you!!”
Board the glass-enclosed Odyssey near NBC Tower for a two-hour Chicago River dining cruise. Choose brunch with bottomless mimosas, lunch with architecture commentary, or dinner with an onboard DJ. Expect a three-course meal, attentive service, cocktails for purchase, and clear riverfront views.
“Wonderful! A great date night/ family celebration experience; although I was the only single diner, I was made to feel welcomed & included. The entire crew seemed happy & wanted to make sure everything was perfect . Mimmo, the chef, obviously cooks with love- the food was delicious & plated with care. I’m vegetarian & was delighted with my choices ( not to mention the tasty cocktails.) The view from the river was enchanting. My favorite Chicago memory!”
Cruise Lake Michigan aboard City Cruises Chicago for a buffet dinner, skyline views, DJ music, dancing, and Navy Pier fireworks when weather allows. You receive a table for your party, climate-controlled indoor space, and access to outdoor decks. Smart casual dress is required.
“The cruise was great! The bartender is an idiot...$30 for 2 poorly made drinks, don't bother getting drinks”
You’ll ride to the 103rd floor of Willis Tower after public hours, settle at a table overlooking Chicago, and enjoy a custom three-course Giordano’s meal. Choose up to six pizza toppings, a salad, dessert, and a soft drink, then explore the Skydeck and glass Ledge before heading back down.
“I would highly recommend the Skydeck Dinner on the Ledge. It was the perfect location for me to propose to my future wife. Our waiter was very attentive and happily took many pictures plus a video of the proposal. These are memories we will cherish for the rest of our lives. Thank you for the unforgettable evening!”
Pick a river, a sidewalk or a plate.
