Chicago Small Group Tour: Skydeck and Shoreline Cruise
4.6
147 Ratings
Chicago
Experience the best of Chicago on a small group tour with See Sight Tours. Explore the iconic Skydeck and take a scenic shoreline cruise, all while enjoying personalized insights and skip-the-line access. Book now!
Duration: 4 hours
Cancellation: 1 day learn more
Highlights
  • Skydeck Chicago - Willis Tower - No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago. We will be taking the elevator all the way up to the 103rd floor where you’ll enjoy a 360-degree view spanning up to 50 miles and 4 states, and don’t forget about the most spectacular view - 1,353 feet straight down! “Dare to Stand Out” on The Ledge - special glass balconies extending 4.3 feet outside the building which provides a thrilling, once in a lifetime experience.

  • Cloud Gate - We will start our tour with a view of the Cloud Gate also known as the Chicago Bean, British artist Anish Kapoor’s first public outdoor work installed in the United States.

  • Shoreline Sightseeing - Chicago’s famous architecture! There’s nothing like seeing these world-famous skyscrapers from the Chicago River. Aboard the Shoreline Architecture Cruise, you will enjoy a narrated boat ride where you will see over 40 Chicago landmarks, from hidden architectural treasures to the city’s most famous monuments.

  • Buckingham Fountain - Buckingham Fountain is a Chicago Landmark in the center of Grant Park, and between Queen’s Landing and Congress Parkway. Dedicated in 1927, it is one of the largest fountains in the world.

  • Adler Planetarium - The Adler view point, is the best spot to take a photo of the Chicago Skyline.

Please note, from June 18th to August 13th we cannot guarantee the stops Buckingham Fountain and Adler viewpoint. If we cannot visit those stops, we will substitute with a luxurious drive up Chicago’s famed Magnificient Mile; including hop-out stops at The Chicago Theatre, the electric and unnamed Chicago Picasso sculpture in Daley Plaza, and the Chicago Watertower (sole survivor of the Chicago Fire).

What's Included
  • All attraction admission fees
  • Hotel pickup and drop-off (Downtown Chicago, IL)
  • Small-group tour (6 maximum)
  • In-vehicle air conditioning
  • Professional driver/guide
What's Not Included
  • Food and Drinks
  • Gratuities
Additional Information

Discover the Windy City with See Sight Tours, the top small group tours in Chicago (max. 7 people).

Dive into Chicago’s unmistakable skyline marked by towering skyscrapers and stunning views of Lake Michigan. Appreciate the advantage of a knowledgeable local guide who will share captivating tales about the area, including exclusive local insights, historical treasures, and bespoke recommendations.

This tour provides free pick-up and drop-off service, covers all entry fees to attractions, and also offers ‘skip-the-line’ entry privileges, saving you from lengthy queues and wait times, and offering more time for you to enjoy your holiday. It is the perfect way to experience everything Chicago has to offer within a limited timeframe!

Location
55 N Michigan Ave
North Michigan Avenue
You will find us near the one and only Cloud Gate, Our Tour guide drives a minivan Honda Odyssey. Tour guide uniform is white T-shirt with our Logo on top the right.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(147 Ratings)
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1 star
Rahima_b
Dec 19, 2023
Must Do - Robert was amazing and very sweet. The tour was super fun and I got picked up at my hotel. I then got to see so many beautiful places of Chicago like the bean, sky deck, etc
Review provided by Viator
Jody_j
Dec 3, 2023
Very Informative and Fun Tour! - Joe was very kind and informative. We were the only two people on our tour which definitely made for a relaxed tour. We had asked many people from the time we arrived where the best places to eat and drink were. Nobody had been very helpful until Joe. He gave us so many great tips and even showed us some spots himself. We got to see all of the tourist attractions without the hassle of booking tickets and driving ourselves. The Willis Tower and Architecture Cruise were by far our favorites. Cloud Gate (the bean) was not accessible due to renovations. That was the only real disappointment. But we got to see it and now we can say we did. 😂 Overall great tour! Thanks, Joe!
Review provided by Viator
Lauri_m
Nov 12, 2023
Great way to see the city - Great way to see a lot of the city in a short period of time. Loved the experience of our guide, Danny. He skillfully navigated the city while sharing lots of interesting facts.
Review provided by Viator
Casey2220
Nov 6, 2023
Worth the expenditure - Our tour went off without a hitch.Jake picked us up on time and was an excellent and informative guide.The architectural boat tour is a must and a sampling of the other parks and sites was well planned.
Review provided by Tripadvisor
Jessica_r
Nov 4, 2023
Great - 1) driving around learning the history of the buildings that survived the fire. 2) visiting the sky deck on the sears tower being able to see the whole city from above. 3) visiting the places that that the river cruise can not cover. Note: I as an architect, I feel the sears tower should end the tour, visiting and seeing all the different historical places is meaningful and seeing the city from the river cruise is great, summing up the whole experience from the top of the sears tower would in my opinion, be a great way for everyone to see the context of the whole city they have spent the day learning about and seeing how the built environment today relates back to the fire, the rail roads, and the reintroduction of the river as a space for the community not just the industry that made the city the way it is today.
Review provided by Viator
Janisb743
Oct 26, 2023
A very enjoyable tour - Very enjoyable tour. Our guide was friendly, and knowledgeable. It was great to have him drop us off to view and then be there when we were ready to move on. We saw all the highlights of the city. Because it was a Saturday the skydeck was very crowded and we decided not to wait 20 minutes to try the edge. All in all I would be happy to do this tour again, just not on such a busy day.
Review provided by Tripadvisor
Spellingchamp76
Oct 25, 2023
Lots to see. Lots to do. No surprises. Yay! - First time in Chicago. Everything was as promised. I really felt like I got to do a lot in a relatively short amount of time. Oh the pictures you'll get on the cruise down the Chicago river. Wow!! Tour guide was friendly and was detailed in where to find him after each leg of the excursion. I recommend to all. Kinda' lovin' Chicago!!!
Review provided by Tripadvisor
Bethjj4572wq
Oct 17, 2023
Do this one! - Great tour! The driver/guide was very informative, and made great use of our time. I grew up in the burbs, and my kid had never been to Chicago. We both learned alot, got great photos, and had a memorable time I have a service dog, and there were no hang ups or issues from him coming along
Review provided by Tripadvisor
Debbie_l
Mar 17, 2024
Perfect for half day excursion - This was a great way to see Chicago in a short amount of time. By doing this tour, we didn't have to worry about waiting in line at Sears Tower or the River Cruise. Our driver, Robert, was very friendly and took us to 3 landmarks that were perfect for photo ops. The reason I gave it 4 stars is because the meet up spot was confusing. The app gave one address and then I received a text with another address. My communication went unanswered so I called and was told to go to the address listed on the text. We were there at 8:45. Our driver went to the other address. It was 9:20 before it was all sorted out and we were picked up.
Review provided by Viator
Z5385pujoem
Feb 5, 2024
An Uber driver that includes pre-purchased tickets - Sears tower is fun and so is the boat ride. However these can be easily purchased for about $70. The rest you're just paying an Uber to pick you up and drop you off. Not worth the cost. Guide was polite and friendly but not exceptionally insightful on the city. Fell below expectations.
Review provided by Tripadvisor
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1 Adult
May 2024
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