Chicago for luxe lovers
Discover Chicago in style! Indulge in our collection of luxury experiences and bespoke tours, tailored for discerning explorers like you.

Top things to do
Slide 1 of 2
Top experiences in Chicago
Free cancellation
Slide 1 of 1, Dinner cruise boat on Chicago River with illuminated city skyline at night.

Free cancellation
Slide 1 of 1, Cruise boat on Lake Michigan with Chicago skyline at sunset.

Slide 1 of 1, Chicago River cruise boat at night with city skyline in the background.

What our guests say
G
Gianna B
United StatesCouple
5/5
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!
Chicago Dinner Cruise
E
Eric H
United StatesCouple
5/5
What I enjoy about the cruise was the DJ and the nice people working on the cruise me and my wife will definitely be back!!!
Chicago Dinner Cruise
L
Louise H
United StatesSolo
5/5
+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.
Chicago Dinner Cruise
B
Beth J
United StatesCouple
5/5
+6 more
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!
Chicago Dinner Cruise
K
Karla J
United StatesGroup
5/5
+4 more
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.
Chicago Dinner Cruise
V
Vanessa W
United StatesCouple
5/5
+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
C
Cristina K
United StatesCouple
5/5
+1 more
It was a great easy ride around the city thanks to the captain. We liked how you timed the cruise so people could see the sunset just in time. Boarding was easy. The guide was informative but not intrusive in letting people enjoy the view to the nice music. It was a very pleasant experience and I will recommend to anyone I know who is visiting Chicago. It was truly the highlight of my visit.
90-min Scenic Sunset Lake Michigan Cruise by Wendella
S
Shannon H
Couple
5/5
The guide was amazing! He was very funny while being so informative and never crass. The sunset tour was beautiful and I thought it was very smart to offer sweatshirts in the lovely cabin. The bar staff was slammed but still so nice! Would definitely recommend to Chicago natives and out of towners!
Chicago at Night: River & Lake Sightseeing Cruise by First Lady
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