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Chicago, United States

Chicago for first-timers

Welcome to Chicago! Dive into the city's vibrant culture and explore must-see attractions. Our expertly curated tours will ensure you make the most of your inaugural visit.
Couple examining a map in a city setting, ideal for first-time visitors.

Top things to do

Top experiences in Chicago

What our guests say

Giovanni B

United States
Solo
5 days ago
The 90 minute Architectural Cruise was surprisingly relaxing. The announcer was wonderful, with his extensive knowledge of Chicago's architecture visible from the barge. I especially loved his lighthearted delivery style. The view of the buildings was great, unobstructed from any part of the barge.

90-min Chicago River Architecture Cruise by Wendella

Ruhi J

Canada
Couple
Aug 2026
The 45-minute Lake Michigan sunset cruise was amazing!! The views of the Chicago skyline at sunset were beautiful, and the whole cruise was very relaxing and enjoyable. Shoreline organized everything really well, and the staff were friendly and welcoming. Definitely a great way to experience Chicago from the water!

Lake Michigan Cruise

Raul R

Mexico
Group
Aug 2026
Excellent service from the staff, punctuality, and a great way to see the city from the highest point in Chicago

Skydeck Chicago Tickets

Avishay G

United States
Group
Aug 2026
The cruise was phenomenal. The sites themselves were well chosen for a shorter tour (I did one of the full length ones before) and the guide was knowledgeable, passionate and amusing. Not to mention that it was incredibly affordable. Even my skeptical friend who I dragged along for the experience had a blast. . I highly recommend this tour!

45-min Chicago River Architecture Cruise by Wendella

Kevin M

United States
Group
Aug 2026

+5 more

The entire outing on the cruise from start to finish was amazing!! The scenery, the buildings, the sights... every single thing was jaw dropping. Relaxing and fun way to see the city from a different perspective. Great operation from start to finish... and we will definitely do it again!!

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

Shannon H

Couple
Jul 2026
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

Kristal W

United States
Couple
6 days ago
More selection for the drinks and appetizers added ,could have been better alone with the experience. When booking read throughly bc I was under the impression that I purchase "Tilt and Sip" instead it was "Sip and view"

360 Chicago Sip & View