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Gourmet meals are available for early risers, brunch seekers, the lunch crowd and the dinner set. Each cruise offers plated gourmet meals, unlimited coffee and tea and a live DJ providing dance tunes. The Odyssey wants to sweep you away on a night of fine dining and entertainment. The Captain and crew greets guests as they arrive for their sunset dinner cruise and the ship’s photographer takes their pictures. Guests are then seated at a private table to start their three-hour cruise with a three-course gourmet meal featuring a constantly changing menu curated and prepared fresh onboard daily.
Premier Chicago River Dinner Cruise
If you’re looking for something more casual, brunch and lunch cruises are a great way to go. You can sip mimosas while admiring architecture on the Chicago River or watch the sun sparkle off the waters of Lake Michigan. A brunch or lunch cruise may include a delicious buffet-style or plated meal, bottomless mimosas, picturesque views, and DJ entertainment. Some cruises include informational narration so you can learn more about the city’s iconic skyscrapers and landmarks as you enjoy your meal. City Cruises offers a wide variety of dinner cruises in Chicago, whether you’re looking for a casual daytime meal or an elegant evening out.

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A two-hour Lake Michigan lunch cruise is the perfect way to enjoy time with family or the company of great friends. I’ve gone ahead and carefully curated a list of the 5 top Chicago dinner cruises that are well worth your time and money. Whether you’re a native Chicagoan, newcomer, or just visiting, a Spirit of Chicago brunch cruise is the perfect weekend outing. Whether you are sightseeing during the day, seeking family friendly options or enjoying the famous nightlife, the infectious energy of the city will make it a trip to remember.
City Cruises – Spirit of Chicago Dinner Cruise
The Chicago Gourmet Brunch, Lunch, or Dinner River Cruise is our Editors Choice for the best Chicago dinner cruise. This cruise is easy to access, with the crew immediately escorting us onboard and answering any questions we had along the way. Offering an unparalleled vantage point, we had plenty of time before setting sail to take photos and enjoy the glow of the setting sun.
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If you are looking for something for Sunday brunch, then I also recommend you Sunday brunch cruise on Lake Michigan. The Fourth of July in Chicago is also a great time to catch a spectacular fireworks show on the water. You’ll find plenty of dinner cruise options that offer unobstructed views of the holiday fireworks, both on the Chicago River and Lake Michigan. With Lake Michigan and the Chicago River an integral part of the environs, the Windy City is the perfect setting for sunset dinner cruises–or for any meal throughout the day. Catch the Chicago skyline at sunset during the most beautiful time of the year, and join us for a fun, laid-back, 2-hour cruise. Spirit’s Lakefront Breeze Dinner Cruise is the perfect way to kick back, relax and take in the best of the city.
The Cityfront Plaza address is very easy to get to if you’re staying downtown, and you can get there by foot, car, metro, and so on as it’s right on the Esplanade by the NBC Tower. The unlimited coffee was a nice addition, and it was surprisingly fresh, which made a big difference to me as a coffee fiend. The glass enclosure was perfect as I know Chicago weather can get pretty intense without much notice, plus it allowed for fantastic views without obstructing anything. In this season of love, celebrate as 26 happy couples say “I do” on October 7th at The Wrigley Building before the Chicago Marathon on October 8th.
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Lake Michigan dinner cruises are the perfect setting for celebrating with friends, connecting with colleagues, or a romantic evening. During summer season, you can even choose to upgrade your Chicago Dinner Cruise to include a spectacular fireworks display on Wednesdays and Saturdays. You get the opportunity to witness the spectacular show from the decks of the ship as the gorgeous sky is all lit up at night. With the sunshine reflecting off the lakefront, there’s no better place to enjoy an afternoon in Chicago than aboard a lunch cruise.
Guests can then move to any of the three climate-controlled decks to dance to live music under the stars. The cruise caps off with a viewing of a fireworks display over the Navy Pier. Cruises are a popular activity in Chicago, many offering tours of the architecture and landmarks, dives into local history and legends or an opportunity to dance and dine. Whether you are heading out at the break of dawn for a gourmet breakfast or enjoying the beauty of a sunset dinner cruise, Chicago’s waters and yachts beckon. From the decks of the boat, you can view architecture, play table games or watch fireworks.
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The entertainment continues until well after the ship returns to the pier. This dinner cruise is perfect to enjoy an unforgettable evening of great food and great music. Summer in Chicago means it’s time for the free Navy Pier fireworks series. These breathtaking displays happen every Wednesday and Saturday evening throughout the summer, and there’s no better place to enjoy them than on a fireworks dinner cruise. To enjoy the Chicago Odyssey Dinner Cruise in the best possible manner, arrive well before the departure time and dress in your most festive attire.
For early risers and those searching for mid-day events, the Lake Michigan Gourmet Brunch/Lunch/Dinner Cruises aboard the Spirit of Chicago offer options to fit any schedule. The cruises take passengers along the Lake Michigan coast for panoramic views of Chicago’s distinctive skyline. The observation deck offers 360-degree views from which passengers can observe such iconic landmarks as Grant Park, the Willis (formerly the Sears) Tower and Navy Pier.
Now the waiting staff will introduce themselves and the experience begins. Chicago Odyssey Dinner Cruise - One of the best night cruises in Chicago. Excellent views of Chicago skyline at night, plus you can take advantage of fireworks show in summer season. This next tour is really similar to our first one, offering the option to select between brunch, lunch, or dinner.
The experience includes a refined, plated dinner while you gaze up at Chicago’s incredible architecture. The single-level vessel includes an open-air outdoor deck and a climate-controlled interior for year-round cruising. It’s the perfect option for a romantic date or a special occasion. Book your group aboard one of Odyssey's regularly scheduled lunch or dinner cruises, or have an event... Book your group aboard one of Spirit’s regularly scheduled lunch, brunch, cocktail or dinner cruises, or... View the spectacular 30-minute pyro-musical program fireworks display with the world famous Chicago Skyline as a backdrop for your unforgettable evening.
The Chicago Riverwalk offers amazing views of the surrounding buildings, and as every single one has such history behind the unique styles, it’s that much more interesting. Shops along The Magnificent Mile include more than 450 retailers, including flagship experiences, major department stores, and international designers and boutiques. As soon as you step aboard, the Captain and crew will greet you and the ship’s photographer will record the moment. When you reach the deck, you are greeted by your host and escorted to a private table.
The onboard DJ was mixing a fantastic selection of jazz and more contemporary songs as we explored the observation deck and the Captain’s bridge! This was such a beautiful tour that I plan on taking again, when I’m looking for a special night out. We were given essentially front-row seats to a spectacular fireworks display with choreographed sequences that sprinkled just a bit more magic to an already unforgettable night out.
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