Imagine floating on Lake Michigan, with the Chicago skyline shimmering all around you, while enjoying a gourmet meal and the lively tunes of a DJ. That’s exactly what you get with City Cruises’ Premier Lunch or Dinner Cruise aboard the sleek Odyssey yacht. For around $94 per person, in 2 to 3 hours, you’ll find yourself surrounded by stunning views, delicious food, and a lively atmosphere. It’s a blend of elegance and fun that’s hard to beat.
What makes this experience stand out? First, the panoramic 360-degree views of Chicago’s iconic skyline — a perfect backdrop for memorable photos. Second, the carefully curated 3-course meal, served with attentive tableside service, elevates the cruise from a simple boat ride to a true dining event. The lively music from the onboard DJ adds to the festive feel, making it a great choice whether you’re celebrating something special or just looking to enjoy the city from the water.
However, a word of caution: the menu can change and some reviews mention that food temperature or odor in the bathrooms might be a minor concern. You’ll want to dress smart-casual, especially if choosing the dinner cruise, to match the elegant atmosphere. This trip works best for those who love stunning city views, good food, and a lively ambiance, and it’s particularly appealing for couples, groups celebrating, or anyone who wants a different perspective on Chicago’s famous skyline.
Key Points

- Spectacular Views: 360-degree vistas of Chicago’s skyline, Navy Pier, Grant Park, and Willis Tower.
- Gourmet Dining: 3-course plated meals with options for lunch or dinner, prepared by onboard chefs.
- Lively Atmosphere: Live DJ music and dance floor add a fun element.
- Convenient Departure: Sail from Navy Pier with easy check-in and photo opportunities.
- Value for Money: An all-in-one experience with food, views, and entertainment at around $94.
- Accessibility and Flexibility: Wheelchair accessible, free cancellation, and reserve now, pay later options.
A Deep Dive into the Experience

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Starting Point and Boarding
Your cruise begins at Navy Pier, a Chicago landmark that’s easy to find and well connected by public transportation. You check in at the Odyssey ticket booth, located near the Shakespeare Theatre sign, about 30 minutes ahead of your scheduled departure. Once aboard, you’ll notice the yacht’s sleek, modern design and the inviting ambiance that promises an elegant outing.
Some guests have noted the friendly staff and the opportunity for a quick photo by the ship’s photographer. You might also appreciate the chance to settle into your private table, which ensures a personal dining experience.
The Itinerary and Sights
The cruise typically lasts from 2 to 3 hours, offering plenty of time to enjoy multiple sights. The highlight is unquestionably the view of Chicago’s skyline — especially breathtaking at sunset or under night lights. You’ll pass by Navy Pier, a hub of activity, and cruise past Grant Park, home to Buckingham Fountain, as well as the towering Willis Tower.
While the cruise doesn’t strictly follow a narrated route, many guests find value in the panoramic views and the chance to see Chicago from a different angle. A reviewer mentioned that although there’s no formal architecture commentary, the view itself is worth the price, and the photo opportunities are excellent.
Food and Drinks
The 3-course meal is a major part of this cruise’s appeal. You might choose from starters like Caesar Salad or Lobster Bisque (dinner only), and main courses such as Oven-Baked Atlantic Salmon or Braised Beef Short Ribs. Vegetarians aren’t left out, with options like Jumbo Forest Mushroom Ravioli. For dessert, options range from cheesecake and trio of sorbets to Triple Chocolate Mud Pie.
Reviews point out that the food quality is generally good, although some note that it could have been warmer or that bathroom odors are a minor issue. Still, the attention to presentation and flavor generally impresses guests, especially considering the environment.
More Great Tours NearbyThe Atmosphere
The onboard live DJ sets a lively tone, encouraging dancing and making the cruise feel more like a floating party than a formal dinner. Guests often comment on the friendly, polite staff and the polished service — from drinks to general attention.
The outdoor decks allow for unobstructed views and fresh air, while the interior decks provide a cozy setting if you prefer staying indoors. The smart-casual dress code ensures the atmosphere remains refined, especially during the dinner cruise.
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Additional Perks and Considerations
Unlimited coffee, hot tea, and iced tea are included, and drinks like cocktails are available for purchase. Souvenir photos provide a nice keepsake — although they cost extra. The cruise is also wheelchair accessible, making it inclusive for many travelers.
A few reviews mention timing issues — specifically, one guest received a last-minute change of departure location on the same day, which caused some stress. It’s worth confirming your departure details and being prepared for slight variations.
Who Will Love This Cruise?

This experience is perfect for romantic couples, seeking a picturesque setting for a special occasion or just a change of scenery. It also suits groups celebrating birthdays, anniversaries, or families wanting a memorable outing. If you’re a fan of great views combined with good food and lively music, you’ll find this cruise a worthwhile splurge.
Travelers who enjoy dining with a view and a relaxed yet festive environment will especially appreciate the attention to detail and the spirited atmosphere. Keep in mind that a dressier attire enhances the experience, and arriving early ensures you won’t miss the start.
Final Thoughts

The City Cruises Chicago Premier Lunch or Dinner Cruise offers a compelling combination of stunning skyline vistas, delicious cuisine, and entertaining ambiance. For just under $100, you’re getting a multi-sensory experience — sights, sounds, and flavors — all on the water. It’s a versatile outing suitable for lovers of architecture, food, or simply the joy of seeing Chicago from a new angle.
While minor issues like menu changes or bathroom odors have been noted, they don’t overshadow the overall value and quality of the experience. The friendly staff, beautiful views, and lively atmosphere make it a memorable way to enjoy Chicago’s waterfront.
If you’re looking for a relaxed, elegant, yet lively activity that offers great value for your money, this cruise deserves a spot on your list. Just remember to dress smart-casual and arrive prepared for an afternoon or evening of fun and scenic beauty.
Frequently Asked Questions

How long is the cruise?
The cruise lasts approximately 2 to 3 hours, giving you ample time to enjoy the sights and your meal.
Is there a dress code?
Yes, a smart-casual dress code is recommended, especially for the dinner cruise. Jackets or cocktail attire are suggested, but avoid jeans, shorts, or flip-flops.
Can I purchase drinks onboard?
Yes, alcoholic drinks are available for purchase, along with unlimited coffee, hot tea, and iced tea included in the ticket price.
Where do I board the cruise?
Board at Navy Pier, specifically at the Odyssey Lake Michigan dock, located halfway down the south-side dock near the Shakespeare Theatre sign.
Are children allowed?
Yes, infants are free, but make sure to select the appropriate ticket. The experience is suitable for families, though the atmosphere is more upscale.
What is included in the price?
Your ticket covers the cruise, 3-course meal, live DJ and dance floor, beverages, and service fees. Photos and additional drinks are extra.
Is the cruise wheelchair accessible?
Yes, the cruise is wheelchair accessible, making it easier for all travelers to enjoy the experience.
In the end, this cruise offers a wonderful way to see Chicago from the water while indulging in great food and lively entertainment. Whether celebrating a special occasion or simply wanting a new perspective on the city, it’s a memorable outing worth considering.
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