Dinner Cruises

Lake Michigan Dinner Cruise

Duration

2 hrs

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Meals included

Indulge in a sumptuous meal as a part of your experience

4.6/5(64)

Terry L

Couple
Verified booking
2 days ago
My daughter and I take a mother 's / daughter's vacy( to various cities) each year trip to celebrate her July 17 birthday. This year was no exception. We chose Chicago as our destination. As we walk around Michigan Ave making several stops, A T ( my daughter ) felt insecure and depressed. She felt that people were looking at her in a negative way. She was born with a facial palsy . Over the years, it has gotten more apparent. Currently she hides behind a mask. Once, we board the ship, her dispostion changed. The people were friendly, food was very tasty, and the music was great ! Shout out to the DJ. The best part of the cruise was Ramsey ! The manager! He was so efficient. He boost my daughter ego and made her feel so much better about her self. He even help encouraged her to get on the dance floor! It was great !
    • Spend 2-3 relaxing hours aboard a Lake Michigan dinner cruise, savoring a chef-crafted buffet and unlimited soft drinks as Chicago’s skyline glows in the evening light.

    • Enjoy seasonal entrees, crisp garden salads, and house-made desserts at your seat while gliding past landmarks like Willis Tower and Adler Planetarium.

    • Dance or relax to curated DJ sets, adding energy and atmosphere to your evening on the water.

    • Your party will have a guaranteed reserved table on your cruise, and you can elevate the evening with handcrafted cocktails and premium wines, available for purchase onboard.

    • This dinner cruise offers a unique perspective on Chicago, combining local flavors with panoramic views of the city’s iconic skyline.

    • 2.5-hour Lake Michigan dinner cruise

    • 3-course buffet 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 - 3 hours
    MODE OF TRANSFERCruise Ship

    1 Boarding point

    Navy Pier

    Get direction

    Sights covered

    Willis Tower

    Willis Tower

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

  • 64 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

    Christopher H

    Couple
    Verified booking
    2 weeks ago
    I really enjoyed the dj. The food was on point. The atmosphere was great. We really enjoyed ourselves. Thanks for the experience.

    Terry L

    Couple
    Verified booking
    2 days ago
    My daughter and I take a mother 's / daughter's vacy( to various cities) each year trip to celebrate her July 17 birthday. This year was no exception. We chose Chicago as our destination. As we walk around Michigan Ave making several stops, A T ( my daughter ) felt insecure and depressed. She felt that people were looking at her in a negative way. She was born with a facial palsy . Over the years, it has gotten more apparent. Currently she hides behind a mask. Once, we board the ship, her dispostion changed. The people were friendly, food was very tasty, and the music was great ! Shout out to the DJ. The best part of the cruise was Ramsey ! The manager! He was so efficient. He boost my daughter ego and made her feel so much better about her self. He even help encouraged her to get on the dance floor! It was great !

    Kathleen S

    Couple
    Verified booking
    Jun 2026
    The onboard experience was wonderful. Service was amazing. Food was delicious. Music and DJ were fun. However, we almost missed the boat because of the lack of directions and the confusing manner in which to get hard copy tickets. No signage. We were sent to here and there and only by shear luck barely made the sailing.

    Delvin W

    Couple
    Verified booking
    Last week
    This Dinner Cruise was very Nice!! The food was amazing, it was very classy and clean on board! I really enjoyed the vibe and atmosphere. The DJ was great and the staff was very friendly and consistent. I would definitely recommend this cruise!

    Chiebonam N

    Couple
    Verified booking
    3 days ago
    The food . There was a good range of foods to choose from and all of it was very delicious. My favorite especially was the corn

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