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22 results | All Chicago Tours

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Chicago Architecture River Cruise

Chicago Architecture River Cruise

star-5
6570
  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$44.69
From
$44.69
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
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* A traveler said: "The details given about city and the architecture of building was fantastic. Our family enjoyed this tour."


90-Minute Chicago River Architecture Tour

90-Minute Chicago River Architecture Tour

star-4.5
1182
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
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* A traveler said: "This was this highlight of our trip to Chicago! The tour guide was entertaining and friendly. A must see!"


Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

star-4.5
520
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
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* A traveler said: "We were not sure what to expect, however, we really enjoyed our tour guide, Dave. Thank you! We would definitely recommend."


Lake Michigan Sightseeing Cruise

Lake Michigan Sightseeing Cruise

star-4.5
314
  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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* A traveler said: "We were nervous about wind conditions but the captain and crew were great. We were very safe and thoroughly enjoyed the trip."


Chicago Architectural River Cruise
Likely to Sell OutLikely to Sell Out

Chicago Architectural River Cruise

star-4.5
705
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.05
From
$49.05
See the towers, piers and iconic landmarks along the Chicago River on an architectural cruise through the heart of the city. Enjoy complimentary refreshments on deck as you cruise down the historic waterway, while listening to fun stories and facts throughout the tour. Spot gargoyles that keep watch high above the city, and buildings that range from Neoclassical to Art Deco. Take in over fifty sites from Lake Point Tower to the Navy Pier, and see the Second City from the water.
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* A traveler said: "Knowledgeable & professional staff. The buildings were unbelievable and the history lesson was great."


45-Minute Chicago River Architecture Tour from Magnificent Mile
Likely to Sell OutLikely to Sell Out

45-Minute Chicago River Architecture Tour from Magnificent Mile

star-4.5
132
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$23.00
From
$23.00
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
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* A traveler said: "Great experience. The guide was very interesting and entertaining. A great way to learn about the city and watch the amazing buildings and beautiful skyline."


Chicago Sunset Cruise

Chicago Sunset Cruise

star-4.5
154
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$40.00
From
$40.00
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
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* A traveler said: "I feel if there’s an emergency situation (fire boat) and the sunset boat can’t go through the lot and we can’t see the sunset there should be a compensation for everyone"


Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

star-5
506
  • 1 hour 30 minutes
  • Taking safety measures
From
$56.00
From
$56.00
The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.
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* A traveler said: "This tour was recommended by a professor at Notre Dame while we were at a football game. We mentioned that we had a free day to explore the city and she adamantly said that this was a tour we could not miss. She was so right! Thank you to the staff and docent who did a wonderful job."


Chicago Premier Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
146
  • 2 hours 30 minutes
  • Taking safety measures
From
$158.98
From
$158.98
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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* A traveler said: "The observation deck was very nice, especially since it was a beautiful night. Also the fireworks were a nice touch at the end"


Chicago Lunch Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out

Chicago Lunch Cruise on Lake Michigan

star-4
83
  • 2 hours
  • Taking safety measures
From
$81.46
From
$81.46
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
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* A traveler said: "The food was delicious great atmosphere will definitely be back . Customer service was top notch will definitely be back"


Chicago River Floating Tiki Bar Cruise

Chicago River Floating Tiki Bar Cruise

star-4
34
  • 1 hour 15 minutes
  • Free Cancellation
From
$35.00
From
$35.00
See Chicago the Island Party way. Our floating Tiki Bar offers you the opportunity to take in all the sights and sounds as you relax and enjoy a beverage. Have questions about the buildings you'll see along the river? Our helpful staff will be happy to answer questions.
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* A traveler said: "So much fun! Another great experience and Shawn has such a great knowledge about Chicago buildings and things that we've seen while sailing. Thank you !"


Chicago Premier Lake Michigan Brunch Cruise

Chicago Premier Lake Michigan Brunch Cruise

star-4.5
11
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$111.38
From
$111.38
Enjoy waterfront views of downtown Chicago on a 2-hour brunch cruise through the heart of the city. Board a luxurious yacht at Navy Pier then relax on deck with a complementary mimosa. Find a comfortable spot on the three climate-controlled observation decks, and enjoy a sumptuous buffet while the onboard DJ spins a leisurely afternoon playlist. Capture unforgettable images of downtown skyscrapers and architectural landmarks as you navigate along the historic shoreline, then loop back and finish your outing at the bustling Navy Pier.
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* A traveler said: "I loved it. Everything was great! My daughter koved it. Would do it again when time permited me and my family"


Chicago Fireworks Dinner Cruise with Buffet
From
$158.98
Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline and a live DJ spinning your favorite songs. In the summer months, enjoy a breathtaking fireworks display.
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* A traveler said: "Delightful dinner, still saw fireworks despite the rain. Great music and atmosphere. We would definitely do again and recommend it to couples and families."


Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
Likely to Sell OutLikely to Sell Out

Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago

star-5
14
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$427.28
per group
From
$427.28
per group
Soak up the views of Lake Michigan and the Chicago skyline with a 2-hour sailing tour. This private charter is completely customizable, giving you the chance to choose your music, route, and up to 5 additional guests. Sail into the sunset with your own drinks and snacks (refrigerator and ice on board) and your family or friends by your side.
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* A traveler said: "Highly recommend the sunset cruise. What a great way to view Chicago’s skyline! Friendly, informative Captain helped us decide on must see spots for the rest of our stay. Thank you."


Chicago Premier Fireworks Dinner Cruise on Lake Michigan
Likely to Sell OutLikely to Sell Out
From
$179.38
Set sail on Lake Michigan aboard a luxury yacht for a gourmet dinner cruise with views of the Chicago fireworks display. During the 3-hour cruise, the crew serves a 3-course plated meal with dishes prepared by your onboard chef. You can enjoy the stylish interior of the rooftop lounge, dance to DJ entertainment, or relax and soak in the views of the Chicago skyline.
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Chicago Architecture Boat Tour

Chicago Architecture Boat Tour

star-5
319
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$32.00
From
$32.00
Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional guide which leads passengers down the Chicago River to discover the city’s most renowned landmarks. In addition to historical insight on well known structures such as the Civic Opera House, Trump Tower & the Merchandise Mart, passengers will also get a chance to learn about current and upcoming developments. The Chicago River Cruise navigates the three primary branches of the river including the main branch to Navy Pier, the north branch to Goose Island and the south branch to Chinatown.
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* A traveler said: "I really enjoyed this tour. The host and captain were very humorous. The host was very informative. I learned a lot about Chicago's architecture."


Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Likely to Sell OutLikely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
16
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$427.28
per group
From
$427.28
per group
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
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* A traveler said: "Mike was excellent, the boat was large, immaculate and well maintained. Wind was great and we all enjoyed the sail."


Premier Chicago River Dinner Cruise
Likely to Sell OutLikely to Sell Out

Premier Chicago River Dinner Cruise

star-3.5
14
  • 3 hours
  • Taking safety measures
From
$172.58
From
$172.58
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
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* A traveler said: "The cruise was exciting and the staff PHENOMENAL! We had a GREAT time! Chicago is SPECTACULAR and so was the ODYSSEY!"


Premier Chicago River Architectural Lunch Cruise

Premier Chicago River Architectural Lunch Cruise

star-4
5
  • 2 hours
  • Taking safety measures
From
$97.78
From
$97.78
Travel down the Chicago River on an architecture cruise aboard the "Odyssey." As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch with salad, a main course such as chicken, salmon, pasta, or short ribs, and a dessert such as cheesecake or sorbet. Listen to onboard narration about the city's architecture along the way.
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* A traveler said: "Friendly staff, great food, relaxing atmosphere, beautiful views and awesome experience. I absolutely loved it!"


Chicago Urban Adventure River and Lake Cruise

Chicago Urban Adventure River and Lake Cruise

star-4.5
116
  • 1 hour 30 minutes
  • Free Cancellation
From
$39.00
From
$39.00
See the the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline. Take in towering skyscrapers and spot the gargoyles that live on to of the city’s historic buildings. Hear stories about the city’s history and culture as you pass Chicago landmarks, museums and iconic buildings. Capture unforgettable images of the city skyline from Lake Michigan, and get a unique look at Chicago that’s perfect for all ages.
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* A traveler said: "This was a great experience. The crew was so nice and helpful. Andrew was our tour guide and he was funny and knowledgeable. Learned a lot on our tour. And the scenery was breathtaking. Definitely recommend checking it out!"


Chicago by Night: 90 Minute River and Lakefront Cruise

Chicago by Night: 90 Minute River and Lakefront Cruise

star-4
41
  • 1 hour 30 minutes
From
$42.00
From
$42.00
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
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* A traveler said: "It was an amazing cruise! All the buildings were remarkable and the skyline was unbelievably gorgeous, would recommend it to anyone visiting Chicago, what a great city!"


Private 45-Minute Chicago Skyline Helicopter Tour
Likely to Sell OutLikely to Sell Out

Private 45-Minute Chicago Skyline Helicopter Tour

star-5
32
  • 45 minutes
  • Free Cancellation
  • Taking safety measures
From
$849.00
per group
From
$849.00
per group
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
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* A traveler said: "Our pilot, Sara, was awesome. Great experience, awesome view of a great city. Would do it again! Recommend filling all 3 seats or go with larger helicopter and bring entire family. We will next time."


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