Dinner Cruises

Odyssey Lake Michigan Dinner Cruise

4.6/5(185)

Jamille C

Couple

Verified booking

3 weeks ago

The cruise was phenomenal. The food was great ,the views were amazing and the dj was just super. He came to our table and talked to us prior to us shipping off and of course we told him we were celebrating our anniversary and he gave us a shout out and played our favorite love song " LOVE BALLAD" by LTD. It was special and so beautiful, I would highly recommend. A must do when visiting Chicago 👍🏾🔥

Edgar L

Couple

Verified booking

6 days ago

The experience was extraordinary—the food delicious and the view even better. What I enjoyed most about celebrating my 20th wedding anniversary was seeing how much my wife loved the place. The staff's service was very good, but the service from the waitress who attended to us was exceptional; her kindness and courtesy made the experience unforgettable.

Soak in panoramic views of Chicago’s skyline and iconic architecture on your 2.5-hour Lake Michigan dinner cruise.

Enjoy a chef-prepared three-course dinner, unlimited coffee, tea, and a guaranteed table from the comfort of a climate-controlled deck.

Infants under two cruise free, along with accommodations for any dietary restrictions, making this a welcoming cruise for all.

A DJ curates the evening’s ambiance, adding a lively energy as you cruise past Chicago’s illuminated skyline.

Creative cocktails and additional beverages are available for purchase on board, so that you get to customize your experience.

2.5-hour Lake Michigan dinner cruise

3-course plated dinner (Menu)

Unlimited coffee, hot tea, iced tea, and water

Live DJ entertainment

Dinner cruise with fireworks (available on select dates from May to October) (as per option selected)

Additional beverages (available for purchase onboard)

TOTAL DURATION2 hours 30 minutes - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights covered
Chicago Harbor Lighthouse

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

185 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
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What our guests say
Beth J
Couple
Verified booking
3 weeks ago
Our server Noa was with wonderful. And his helper Persia was a gem. We love the food, dessert, and DJ. The DJ got everyone on the dance floor and it was an exciting and exceptional that we want to do again already. We highly highly recommend booking a cruise. So worth it! The views and crew were amazing!
Karla J
Group
Verified booking
Jul 2026
This is my first time to Chicago, and I had the best time. The staff on the cruise was so nice, Deena, Bri, and Peter really made us feel so welcomed. The music, food and the view was great! We plan to do this again the next time we visit Chicago. Thanks so much for a wonderful experience.
Jamille C
Couple
Verified booking
3 weeks ago
The cruise was phenomenal. The food was great ,the views were amazing and the dj was just super. He came to our table and talked to us prior to us shipping off and of course we told him we were celebrating our anniversary and he gave us a shout out and played our favorite love song " LOVE BALLAD" by LTD. It was special and so beautiful, I would highly recommend. A must do when visiting Chicago 👍🏾🔥
Edgar L
Couple
Verified booking
6 days ago
The experience was extraordinary—the food delicious and the view even better. What I enjoyed most about celebrating my 20th wedding anniversary was seeing how much my wife loved the place. The staff's service was very good, but the service from the waitress who attended to us was exceptional; her kindness and courtesy made the experience unforgettable.
Gianna B
Couple
Verified booking
2 days ago
PHENOMENAL!! And legit! Such an amazing experience, amazing food, SO romantic, staff and DJ were very kind! It honestly felt too good to be true at some moments, but it was an amazing experience and I would definitely do it again!

What to bring

A government-issued photo ID matching your reservation name for boarding verification.

Semi-formal attire: dress pants, collared shirts, dresses or skirts, and dress shoes.

Your booking confirmation, printed or on your device, for a smooth check-in.

A light wrap or jacket, as temperatures can shift between the open deck and the climate-controlled interior.

What’s not allowed

Casual clothing (jeans, t-shirts, flip-flops) and oversized luggage.

Outside food or drink of any kind.

Pets (service animals excepted).

Smoking or vaping anywhere inside the vessel.

Accessibility

Fully wheelchair accessible, with ramps and elevators throughout the yacht.

Accessible restrooms on every deck.

Crew members are on hand to assist guests with mobility requirements.

Additional information

Boarding opens 45–60 minutes before your cruise; please refer to your confirmation for exact times.

Departure point: Navy Pier, 600 E. Grand Avenue, Chicago, IL.

Infants under two sail free but must be listed on the reservation.

Inform ahead of time about any dietary needs.

Fireworks viewings depend on the weather and Navy Pier’s schedule, and may not run on every sailing.

If you’d like to upgrade to a window-side seat, just ask the staff at the venue, and they’ll help you with the request, subject to availability.

Your voucher will be emailed to you instantly.

Please arrive at the boarding point 30 mins before the scheduled time of your visit to avoid any delays.

Display the voucher on your mobile phone with a valid photo ID at the boarding point.

Boarding point

Board your cruise at City Cruises.

Address: Navy Pier, 600 E Grand Ave, Chicago, IL 60611.

Get directions to the boarding point