Illinois Travel Guides (Updated September 2026)
Illinois, USA
The Best Illinois Activities for Seniors and Over 50s – 10% Promo Code (September 2026)
178 tours & activities
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THE BEST culinary and foodie tours in Illinois (Updated September 2026)
58 tours & activities
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The best family-friendly activities in Illinois for parents and kids (Updated September 2026)
372 tours & activities
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Recently reviewed

New York City
Chicago River 90-Minute Architecture TourRegner_R, Sep 2026
Must Try!
I enjoyed the tour, only problem was the weather but of course that didn't make any difference about my experience. Definitely worth the tour and the time it took.

New York City
Chicago Architecture River Cruise
New York City
Chicago River 90-Minute Architecture TourRobert_M, Sep 2026
September 25, 2026 Chicago River Cruise
We learned a lot about the city’s history and the architecture. The tour guide was incredibly knowledgeable about the city.

New York City
Lake Michigan Sunset Cruise in ChicagoRelax40375478039, Sep 2026
This is the one
This was great! Since the sunsets earlier in September we got to see the city lit up. This is the cruise to go on

New York City
Chicago Architecture River CruiseG5960HBjulieb, Sep 2026
Wonderful experience
Great time. Sam s was a super entertaining and knowledgeable guide for the tour.

New York City
Chicago River 90-Minute Architecture Boat TourmichellemJ7842XK, Sep 2026
*****
Ethan (?) The tour guide was great ! I would give him 10 stars, if I could. The pickup spot was a little sketchy, but the tour was great !!

New York City
Chicago’s Original Gangster Tour by BusTeresa_G, Sep 2026
Great Tour!!
Fun and educational. Saw parts of the city that I had never seen and learned an incredible amount about the Chicago gangsters from an upbeat, fun, knowledgeable tour guide (Marie).

New York City
Lake Michigan Sunset Cruise in ChicagoAngela_S, Sep 2026
Sunset cruising the night away
Beautiful views of the skyline and great music made our evening! The host provided some interesting commentary and history about Chicago, but didn’t talk the whole time so we were also able to enjoy our own conversation. We arrived about 25 minutes before the boat was scheduled to leave and there were a ton of people lined up. Seating is first-come, first-serve, so arrive earlier if you want to get prime seating on deck near the edge or back of the boat for the best photo ops. The back will give you the skyline as the boat drives out of the city onto Lake Michigan. Either side will give photo ops as the boat drives up and down Lake Michigan a couple times each after dusk. People move around a lot, so you can still get good photos no matter where you sit, you may just have a bunch of people in your photos. This was a great experience!

New York City
Flyover in ChicagoAngela_S, Sep 2026
Flying rollercoaster of fun around downtown Chicago
If you’re good with heights and motion, it is an AMAZING experience and way to see downtown Chicago. I recommend doing Flyover after you’ve been around downtown. day or two so you recognize some of the buildings as you fly. The one thing that would make it better is if they had a little better customer service and communicated about the number of stairs or even verbally offered an elevator option instead of just ushering everyone to the stairs. There are already a lot of stairs in Chicago so taking what seemed like 2-3 flights of stairs (as in going down to the L) was a surprise. The ride made up for this. It was so cool to fly all around the riverfront and downtown area. At one point, I put my hands in the air because it felt like we were on a rollercoaster drop. So much fun!
Curiosity62712847810, Sep 2026
RIDE THIS TOUR!!!
Wow!! Cliff was INCREDIBLE. Don’t book with a bigger vessel. This one is special. Worth the money

New York City
Chicago Sightseeing River and Lake CruiseMichele_B, Sep 2026
A great way to see downtown Chicago from the river and the skyline from Lake Michigan
Informative guide and a great small trip with plenty to see. Good facilities on board and good weather was a bonus!
518brandyj, Sep 2026
A good 2 hours spent!
Very good choice to see both Lake Michigan and the river. The guide is fantastic.If I have anything to recommend improvement, I'd say that the returning half is a bit boring, comparing to the first part when everything is so new. Also it does not match very far to the river, I was expecting to see more of the river.A good 2 hours spent!

New York City
Chicago River Ghost & Dark History Night CruiseMichelle_L, Sep 2026
Doug the tour guide was...
Doug the tour guide was great. He knows how to portray the characters he’s talking about to make them interesting!

New York City
Chicago Sightseeing River and Lake CruiseKris_B, Sep 2026
Great experience!
Great sense of humor, very knowledgeable about the architecture of the city and chicago history. Very entertaining and professional. I would recommend bringing a long sleeve shirt or sweater as it can get chilly even on a warm day.

New York City
Chicago River 90-Minute Architecture Boat Tour
New York City
Chicago Architecture and True Crime: Halloween EditionmichaelfW9994EI, Sep 2026
Fun way to learn about Chicago architecture and crime history
Our tour guide, David, gave a fantastic tour! It was a great blend of crime stories tied to the architecture we were experiencing. It was the right pace - not too fast or too slow - and good mix of humor to complement the stories. Definitely recommend!
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