Dinner Cruises

Chicago Dinner Cruise

Chicago skyline with illuminated skyscrapers and river at dusk, Illinois, USA.

Dinner cruise guests enjoying Chicago skyline views through glass windows.

Chicago River at sunset with city skyline and illuminated buildings.

Duration

2 hr - 3 hr

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(121)

Gabriela S

Group

Verified booking

2 weeks ago

Without a doubt, one of my best experiences. I would take this cruise again and again. We were absolutely delighted—they even wished my sister a happy birthday over the PA system. They made us feel so special. The food was delicious, and we could eat as much as we wanted of everything included, right down to dessert. We don’t speak English, but the staff did their best to make sure we understood everything. They even took a souvenir photo of us—I loved it ❤️ If you visit the area, taking this cruise is the best thing you can do ❤️❤️

Miguel T

Couple

Verified booking

Today

This was our first time going. We celebrated my Wife's birthday. Adam was our server this night and had provided the best service we have ever had. The music was excellent. Shout out the the DJ. The crew was very informative, helpful, and polite. The food went beyond my expectations. I cannot put into words how amazing the whole experience was. 100/10.

Hollie M

Couple

Verified booking

Last week

Really enjoyable evening on the dinner cruiser, scenery and food was amazing! Our waiter Wesley was great too! The only thing is the aircon was on full and everyone was eating in their coats, I did ask if it could be turned down abit but it couldn't. It wasn't a particularly warm evening either...apart from that we really enjoyed it!

Richard R

Couple

Verified booking

Last week

Unfortunately we weren't able to make the trip this time. We've done a dinner cruise in the past. I'm sure it was great for those that did make it. I gave a review because of our last venture with you. My wife's mother passed away and this was her first mother's day without her. That's why we didn't make the trip.

Nelordin E

Couple

Verified booking

2 weeks ago

I booked this cruise as my surprise birthday gift to my wife. This was our first time. We like how kind and accomodating our server was. Overall, our night was amazing! The food was so gooood. The music and vibes overall were 10/10. We took lots of pictures during sunset! We recommend Spirit of Navy Pier 100/100!!

Sierra H

Couple

Verified booking

2 weeks ago

The vibe was so chill and romantic for a birthday dinner. The food came out fresh and at a timely manner considering it was a 3 course meal. The dj played music for everyone to enjoy. The staff was very friendly and polite. The bartender had them drinks on point

Enjoy a 2.5-hour cruise on the Chicago River and Lake Michigan with a gourmet dinner and live entertainment onboard.

Relax in a climate-controlled interior deck while enjoying scenic views of Chicago’s skyline and architecture.

Enjoy a chef-prepared meal as you take in the breathtaking views of Chicago's skyline and iconic architecture.

Live curated entertainment, along with an onboard bar with beverages available for purchase, enhances your dining experience, making it perfect for special occasions.

Choose between a Chicago River cruise with a plated gourmet dinner, a Lake Michigan cruise with a plated gourmet dinner, or a Lake Michigan cruise with a buffet dinner.

2.5-hour sightseeing and dinner cruise on the Chicago River and Lake Michigan

Plated gourmet dinner with modern American cuisine (Menu) (as per option selected)

Plated 3-course dinner with contemporary American cuisine (Menu) (as per option selected)

Buffet dinner with global fusion cuisine (Menu) (as per option selected)

Sightseeing and twilight views of the Chicago skyline

Live onboard entertainment

Climate-controlled interior deck

Accommodation for dietary restrictions to the best of the crew's ability

Onboard bar with cocktails, wine, and beer (available for purchase)

Alcoholic beverages (available for purchase onboard)

Transportation to/from the departure location

Additional purchases onboard not included in your ticket

TOTAL DURATION3 hours - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Chicago River Esplanade
Sights covered
Tribune Tower
Wrigley Building
Merchandise Mart
Civic Opera House
Willis Tower
Wolf Point
Marina City
DuSable Bridge
Aon Center
Trump International Tower
Navy Pier
TOTAL DURATION2 hours 30 minutes - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights covered
Chicago Harbor Lighthouse
Willis Tower
John Hancock Center
Aqua Tower
The St. Regis Chicago
Marina City
Lake Point Tower
Harbor Point
340 on the Park
Adler Planetarium
Soldier Field
Shedd Aquarium
Fireworks display
TOTAL DURATION2 hours - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights covered
Willis Tower
John Hancock Center
Aon Center
Shedd Aquarium
Field Museum
Adler Planetarium
Soldier Field
Buckingham Fountain
Grant Park
Marina City
Wrigley Building
Tribune Tower
Chicago Harbor

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

121 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
Gabriela S
Group
Verified booking
2 weeks ago
Without a doubt, one of my best experiences. I would take this cruise again and again. We were absolutely delighted—they even wished my sister a happy birthday over the PA system. They made us feel so special. The food was delicious, and we could eat as much as we wanted of everything included, right down to dessert. We don’t speak English, but the staff did their best to make sure we understood everything. They even took a souvenir photo of us—I loved it ❤️ If you visit the area, taking this cruise is the best thing you can do ❤️❤️
Hollie M
Couple
Verified booking
Last week
Really enjoyable evening on the dinner cruiser, scenery and food was amazing! Our waiter Wesley was great too! The only thing is the aircon was on full and everyone was eating in their coats, I did ask if it could be turned down abit but it couldn't. It wasn't a particularly warm evening either...apart from that we really enjoyed it!
Sierra H
Couple
Verified booking
2 weeks ago
The vibe was so chill and romantic for a birthday dinner. The food came out fresh and at a timely manner considering it was a 3 course meal. The dj played music for everyone to enjoy. The staff was very friendly and polite. The bartender had them drinks on point
Shatavia B
Couple
Verified booking
2 weeks ago
It certainly was really nice experience but I do think that for the quality and amount of food the cruise is a little Expensive and should be alot more selection for people who have allergies to certain foods other than that very nice
Deandra T
Couple
Verified booking
Last week
The cruise was timely. The servers were professional and frequently checked for needs but not overbearing. I also enjoyed the music choices of the DJ.

What to bring

A valid ID is required for guests aged 21 and above to access the onboard bar.

It’s recommended to carry a light jacket or wrap, as the open-air deck can get breezy.

What's not allowed

Bringing outside food or beverages on board is not permitted.

Weapons of any kind are strictly prohibited on the cruise.

Additional information

Boarding begins 30 minutes prior to departure from Monday to Saturday, and 45 minutes before departure on Sundays.

Guests should arrive at least 45 minutes early for check-in and boarding, and allow an additional 30 minutes for parking and reaching the boarding location.

Cruise timings may vary, so refer to the cruise calendar and your email confirmation for the most accurate schedule.

This is a seasonal experience and may be affected by weather conditions.

Menu offerings are subject to change depending on seasonal availability.

Your voucher will be emailed to you shortly.

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

Please check your final voucher for the starting point details & specific instructions.