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Top experiences in Chicago

6 experiences

Selling out fast
Free cancellation
Free cancellation
Selling out fast
Free cancellation
Free cancellation

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Slide 1 of 4, We curate the best ways to experience

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We curate the best ways to experience

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What our guests say

Ronald J

United States
Couple
Last week
We booked a dinner on the didn't know what boat it was. Once we kept walking and found out it was the Spirit of Chicago, we got aboard and thanked them for the grace period. After being shown to our seats, we got to enjoy the amazing view of the city. It was our anniversary and Destiny treated very well! I totally forgot it was a buffet and couldn't have been more happier. The food was really out of this world. The variety, the flavors, it was a whole experience. We hopped on the dance floor for a bit, ordered more (pretty large) drinks, and went outside to take pictures of the sunset. Amazing experience... Can't wait to do it again!

Lake Michigan Dinner Cruise

Vanessa W

United States
Couple
Jul 2026

+1 more

Overall, the boat cruise was a great experience\. The food was delicious, the staff was friendly and attentive, and the scenery and atmosphere were beautiful\. Everything was set up nicely and had the potential to be an amazing time\. Unfortunately, the DJ completely ruined the vibe\. The music selection was terrible, there was no energy, and it never got the crowd engaged\. On a cruise like this, the DJ really sets the tone for the entire experience, and this one missed the mark\. If the cruise gets a new DJ, I would definitely recommend it\. Everything else was great, but the entertainment needs a major upgrade\.

Lake Michigan Dinner Cruise

Susan N

United States
Couple
Last week

+3 more

We had a gorgeous and wonderful evening celebrating my birthday. Lauren, our server, was fabulous. We had a great starter, Mediterranean plate. The 3 course meal was delicious. We enjoyed great music, dancing, cocktails and wine list. Great evening all the way around.

Odyssey Lake Michigan Dinner Cruise

Paul M

United States
Couple
Sep 2026

+2 more

Food was great...atmosphere was great, music was great....and the staff was very welcoming...i will do this again!!! Cannot beat the views of they city!!

Odyssey Lake Michigan Dinner Cruise

Ob J

United States
Couple
Aug 2026

+1 more

The night started out rainy with more thunderstorms predicted and rough waves. The stage was set for a not so desirable evening. Once we boarded the ship out spirits were high and excited about celebrating our 25th wedding anniversary. The food was good and most importantly the staff had amazing upbeat attitudes. As the boat was rocking on some rough waves some of the staff was dancing with the rock of the ship, it was smooth like some real movie scene type of vibe. During dinner the rain began and it cleared up just in time for the fireworks which we just splendid. The crew opened up the top deck as the fireworks began an all guest were able to take some stunning pictures of the skyline and the fireworks. We had a great t8me and recommend this cruise.

Chicago Fireworks Dinner Cruises

Aaron S

United States
Couple
Jul 2026
Embarking on the Premier Fireworks Dinner Cruise was an unforgettable experience. The evening began with a delicious meal, complemented by breathtaking views as the sun set. As twilight descended, the anticipation for the fireworks grew, and the display itself was absolutely spectacular. The vibrant colors and synchronized explosions against the night sky created a truly magical atmosphere. We wholeheartedly recommend this cruise for anyone seeking a memorable and visually stunning evening. The only issue is the directions to actual place at the pier from which the ship sets sail. Get there early to avoid any confusion.

Chicago Fireworks Dinner Cruises

Louise H

United States
Solo
Jul 2026

+2 more

Our evening on the Odyssey Chicago River Architecture Dinner Cruise was unforgettable. The views of Chicago’s iconic skyline and historic buildings were breathtaking, and the narration made the city’s architecture come alive. The staff was genuinely warm and attentive, the meal was delicious, and the atmosphere on board felt both elegant and relaxed. Watching the city lights reflect on the river while enjoying dinner with friends was a perfect experience. I would gladly recommend this cruise to anyone looking for a memorable way to experience Chicago.

Odyssey Chicago River Architecture Dinner Cruise

Lee B

United States
Couple
Jun 2026
Really enjoyed the Seadog speedboat cruise along Lake Michigan- the weather was beautiful and the lights of the city twinkled like stars.

Sea Dog Cruise on Lake Michigan

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