Chicago
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.
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“It was a very nice experience. The only thing I didn't like a big party was taking a photo before we were able to board which made a huge delay in boarding.”
Experience Chicago’s skyline with a gourmet meal on a luxurious Lake Michigan cruise, featuring stunning views, live music, and attentive service.
“Cruise was very nice. Food was good. However, wish there would have been a short summary of Chicagos architecture. It could be a recording even.”
Experience Chicago’s skyline on a 2-hour Lake Michigan cruise with buffet meals, live DJ, rooftop games, and stunning views. Perfect for a fun, scenic outing.
“The food and the music were fabulous. And the service was outstanding”
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.
“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…”
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.
“Dinner on the water, the company around us, and the fireworks. Definitely was a great experience, will try again!”
Experience Chicago’s skyline and fireworks from Lake Michigan aboard a luxury dinner cruise with gourmet food, live DJ, and stunning city views.
“Phenomenal experience… would definitely do it again. The servers went above and beyond to help us celebrate our 1 year anniversary.”
Experience Chicago’s skyline and fireworks from Lake Michigan with a 3-hour dinner cruise featuring a buffet, live DJ, rooftop games, and stunning views.
“Good city views on the top deck and fireworks were awesome.”
Experience Chicago in style with a 2-hour Premier Plus Brunch Cruise. Enjoy stunning skyline views, chef-curated brunch, bottomless mimosas, and live narration.
“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…”
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.
“The staff on board was very friendly and helpful from start to finish. Our server, Heather, provided outstanding service, and shared local tips for us. We appreciated everything she did for us. The cruise itself was comfortable and enjoyable. We learned quite a bit along…”
Discover Chicago’s skyline on a 2-hour lakefront brunch cruise featuring scenic views, a buffet, unlimited mimosas, and lively DJ entertainment.
“Great time, beautiful views of the city! Food was average, however the service was great. I enjoyed my time”
Celebrate Christmas Eve with a scenic Lake Michigan dinner cruise featuring fine dining, city views, and festive entertainment—perfect for a memorable holiday night.
“Improved- food is hot not cold… soda was very flat and syruppy Not sat near the door -everyone kept opening and shutting the door - it was cold. I wore my puffer jacket for the meal Many songs were in Spanish”
Experience Chicago’s skyline and fireworks from the water with this elegant dinner cruise featuring gourmet food, live entertainment, and stunning views.
“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.…”
Experience scenic Lake Michigan views with a Chicago brunch cruise featuring a buffet, bottomless mimosas, live DJ, and iconic city sights in comfort.
“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…”
The river runs through an architecture lesson, and the lake applauds.