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Trump Tower, Chicago

Trump Tower, Chicago: Our most recommended tours and activities

Chicago River: 1.5-Hour Guided Architecture Cruise

1. Chicago River: 1.5-Hour Guided Architecture Cruise

Experience more of Chicago by boat than on any other architectural cruise. See architectural highlights and enjoy an open-air deck or climate-controlled interior as you travel the main River and its north and south branches. View all of Chicago's architectural highlights during this comprehensive sightseeing tour. Be entertained by the expert and friendly tour guides as they explain the 130 year-long history behind the skyline, while bartenders and staff keep you comfortable with refreshments.  Choose between the fresh air of the open-air decks or enjoy the comfort of the climate-controlled interiors during your cruise. The tour starts at the Michigan Avenue (DuSable) bridge and goes up the main branch of the Chicago River past Wolf Point. It then cruises along the north and south branches of the river, before heading back past the Chicago Riverwalk towards Lake Michigan. On the way, learn about ornate, historic early skyscrapers like the Wrigley Building and the Tribune Tower, the imposing art deco Merchandise Mart, mid-century skyscrapers like the Mies Van der Rohe AMA Building. Don't miss the circular Marina City Towers, the majestic Willis Tower (formerly the Sears Tower and the tallest building in Chicago) the soaring AON Center, and more modernist structures like Aqua, Trump Tower, Nuveen, and the new Vista Tower. During your cruise, have the opportunity to enjoy a full-service cash bar featuring authentic Chicago products, including local beer and spirits, and Garrett’s Popcorn. Don’t forget to take a selfie at the Grand Staircase at the front of the boat or pose for photos at the picturesque stern or bow of this classic vessel.

Chicago: 45-Minute Family-Friendly Architecture River Cruise

2. Chicago: 45-Minute Family-Friendly Architecture River Cruise

Admire Chicago’s impressive architecture from a unique perspective aboard a cruise sailing down the Chicago River, which features an indoor and outdoor deck, along with live commentary tailored to entertain the whole family. Treat yourself to a full-service cash bar at your own expense. Experience the best of the Chicago River from Lakeshore Drive to the Willis Tower, navigating along the South branch of the river, before heading back past the Chicago Riverwalk towards Lake Shore Drive and Lake Michigan. Be entertained by the fun and experienced tour guides as they explain the history behind Chicago’s buildings along the river and the exceptional architects who created this ever-changing skyline. Enjoy the most relaxing way to sightsee in Chicago, exploring the city free of traffic, noise, and congestion. Make sure to visit the full-service cash bar featuring authentic Chicago products, including local beer and spirits. Explore the open-air decks that allow you to feel the cooling river breeze and see the city from many vantage points that provide perfect photo opportunities.

Chicago: Big Bus Hop-on Hop-off Open-Top Sightseeing Tour

3. Chicago: Big Bus Hop-on Hop-off Open-Top Sightseeing Tour

Experience the Windy City with our hop-on, hop-off double-decker sightseeing bus tour, or a panoramic sunset tour. Marvel at the stunning skyscrapers of Chicago, including the iconic John Hancock Center, the towering Willis Tower, and the historic Wrigley Building. Our engaging and professional digital commentary will provide you with fascinating facts and insights into Chicago's rich history as you explore the city's most impressive landmarks. Hop on and off as many times as you want to visit attractions such as the world-renowned Shedd Aquarium and Field Museum of Natural History. Marvel at stunning Lake Michigan, see the skyline from 360 CHICAGO, or take a stroll on the renovated Chicago Riverwalk. When you're ready, Big Bus will be back to pick you up. Download our free app for real-time bus tracking. Travel along the famous Magnificent Mile, considered one of the world's great avenues, to shop 'til you drop at the many flagship stores along the boulevard. Then cross over the Michigan Avenue Bridge, which offers breathtaking views of the Chicago River. With our convenient stops located throughout the city, it's easy to cruise through The Windy City without needing to navigate traffic or public transportation. Choose between a 24 or 48-hour ticket, and take your time discovering all that Chicago has to offer.

Chicago River Architecture Cruise: Skip-the-Ticket-Office

4. Chicago River Architecture Cruise: Skip-the-Ticket-Office

Skip the lines at the ticket office and climb aboard a state-of-the-art cruise for a 60- or 75-minute cruise of all 3 branches of the Chicago River, and marvel at the architecture that has made the city so legendary. Get an insight into the buildings and engineering of a city that gave birth to the skyscraper and is the spiritual home of modern American architecture. Your expert guide will lead you down the Chicago River to uncover hidden gems, as well the city’s most renowned landmarks, such as the John Hancock building, Trump Tower, Marina City, Willis Tower, and more. Relax with a glass of something cold from the cash bar, as you cruise the Windy City’s waterway, and learn its status as a modern metropolis and one of the world’s most beautiful cities. End your tour in the same place where you boarded the boat.

Chicago: Architecture Center Cruise on Chicago's First Lady

5. Chicago: Architecture Center Cruise on Chicago's First Lady

Hop onboard the only cruise narrated by Chicago Architecture Center certified volunteer docents who will share their wealth of knowledge about Chicago’s “canyon of architecture” – the Chicago River. Cruise down all 3 branches of the Chicago River, with unobstructed, open-air, 360-degree views of the city’s wide variety of architectural styles, including Art Deco, neoclassicism, mid-century modernism, and postmodernism. Discover how design shaped history and influenced life. Enjoy guaranteed seating on the open-air upper decks and purchase items at the full-service cocktail and snack bars in climate-controlled interior salons. Listen as docents share stories of over 50 buildings and 13 bascule bridges along the river, and some of the iconic figures responsible for them. If you're a non-English speaker, get access to a pre-recorded tour narration on your smartphone. Simply scan a QR code, download a mobile app, and connect it to the onboard Wi-Fi network. Narration is automatically triggered based on the location of the vessel on the tour route, so sit back and relax. You can also use your cruise ticket for discounted admission to the Chicago Architecture Center, which is just steps away from where the cruise departs. Pay just $5 compared to the normal $14 entry fee.

Chicago: Family Fun Urban Adventure River and Lake Cruise

6. Chicago: Family Fun Urban Adventure River and Lake Cruise

Discover Chicago’s stunning skyscrapers, historic buildings, and modern marvels on this fun, family friendly boat cruise. Relax and unwind as you admire scenic views from the Chicago River and the Chicago Harbor Lock. Then move out onto Lake Michigan where you can gaze upon the entire city skyline and shoreline. During the boat ride, enjoy lively narration and stories about Chicago’s rich history as your knowledgeable guides point out the many sights of the city including Willis Tower, Aon Center, John Hancock Building, Museum Campus, Marina City, Wrigley Building, Chicago Tribune Building, Navy Pier, the Lighthouse and more. The tour also gives you the opportunity to experience passing through the Chicago River Lock System. Listen to your guide explain the full workings of the lock and feel the boat rise as you enter Lake Michigan, and then lower again when returning to the Chicago River.

Chicago: City Minibus Tour with Optional Architecture Cruise

7. Chicago: City Minibus Tour with Optional Architecture Cruise

Start with a pickup from your downtown Chicago hotel. Board your climate-controlled minibus and embark on your guided sightseeing tour. Begin in the heart of downtown Chicago, at The Loop. Here you'll see incredible architecture, including the world's first skyscrapers. You'll even go inside one that features a beautiful lobby designed by Frank Lloyd Wright.  The stop also includes views of The Chicago Board of Trade and the Willis (Sears) Tower. After The Loop, head through Grant Park, which is known as the city's front yard. The centerpiece of the park is the Buckingham Fountain. Museum Campus is up next, with three museums, Soldier Field, and the most spectacular skyline views in the city. After a 10-minute photo stop, travel around Millennium Park, featuring The Bean, before heading up north along Wacker Drive, which parallels the Chicago River. Arrive in the fancy Gold Coast nightlife area and residential neighborhood - one particularly interesting sight here is the original Playboy Mansion.  Then, take a trip through part of Lincoln Park, and end the tour by zipping along Lake Shore Drive, past beaches, and old mansions, before being dropped off at your hotel. For those wanting the ultimate Chicago experience, add on the option of the world-famous architecture cruise of Chicago. After your minibus tour and a short break, climb aboard a state-of-the-art cruise vessel for a 75-minute cruise of all three branches of the Chicago River. Marvel at the architecture that has made the city so legendary. Gain insights into the buildings and engineering of a city that gave birth to the skyscraper and is the spiritual home of modern American architecture. An expert guide will lead you down the Chicago River to uncover hidden gems, as well as the city’s most renowned landmarks, such as the John Hancock building and more.

Chicago: Must See Chicago 90 minute Walking Tour

8. Chicago: Must See Chicago 90 minute Walking Tour

Starting at the Chicago Architecture Center (CAC), this tour gives you an overview of many of the must see buildings and landmarks in the City of Chicago. Led by an expert guide who has been rigorously trained by the CAC to be equal parts storyteller and educator, you will get a fantastic introduction to the city’s wide variety of architectural styles, construction methods, and materials. There is so much to see downtown, and this tour makes it easy and fun to learn about some of the buildings that make Chicago’s architecture world-class. There are lots of photo opportunities along the way, so be sure to bring your camera! The tour covers three of the main focal points of Downtown Chicago – the Chicago Loop, the heart of historic Chicago; the Chicago River, the lifeblood of the city; and Millennium Park, where the iconic “The Bean” sculpture is located. Landmark buildings covered on this tour include soaring modernist skyscrapers (Willis Tower, John Hancock Center, and AON Building), buildings paying homage to classical styles (Wrigley Building, Tribune Building, the Chicago Theatre, and the Art Institute of Chicago), Art Deco edifices (Carbide & Carbon Building and the Chicago Board of Trade Building), and recently completed skyscrapers (Aqua & Trump Tower). Finally, admission to the Chicago Architecture Center (CAC) is also included with your walking tour ticket. CAC exhibits focus on Chicago’s diverse neighborhoods, housing types, leading architects and future projects, and include the largest scale model of the city, with more than 4,250 miniature buildings and a cinematic backdrop animating key moments in its history. The stories of the city begin at the CAC. Tickets purchased for experiences run by the Chicago Architecture Center help build the greater Chicago community. When you hit the pavement on a walking tour, set sail on an award-winning river cruise (Chicago's First Lady), or visit the Center, you’re helping fund Chicago Architecture Center education initiatives like Girls Build!, Teen Fellows and the Newhouse Architecture + Design Competition. Or you may be helping to keep programs like Open House Chicago free for participants for years to come. As a certified nonprofit, all Chicago Architecture Center ticket purchases directly support local education efforts and community engagement projects.

Chicago: Elevated Architecture Walking Tour

9. Chicago: Elevated Architecture Walking Tour

Join a walking tour to explore Chicago’s memorable architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the "L" system and hear how it has shaped the development of buildings within the Loop. Experience riding the “L” for yourself. The city's first elevated train started making trips in 1892. Now considered one of Chicago’s most defining features, the "L" offers one-of-a-kind views of downtown. By being more than 20 feet off the ground, you'll see architectural details that are missed by most pedestrians at street level. With this tour, you’re in for one of the most comprehensive tours in the Loop, passing hundreds of buildings and Chicago highlights. As you make your way around the city, listen to narration by your guide about Chicago’s transit system and architectural significance. Tickets purchased for experiences run by the Chicago Architecture Center help build the greater Chicago community. When you hit the pavement on a walking tour, set sail on an award-winning river cruise (Chicago's First Lady), or visit the Center, you’re helping fund Chicago Architecture Center education initiatives like Girls Build!, Teen Fellows and the Newhouse Architecture + Design Competition. Or you may be helping to keep programs like Open House Chicago free for participants for years to come. As a certified nonprofit, all Chicago Architecture Center ticket purchases directly support local education efforts and community engagement projects.

Chicago Districs: A Self-Guided Audio Tour

10. Chicago Districs: A Self-Guided Audio Tour

Take in Chicago’s concrete giants while I share fascinating stories about quirky artworks, local tragedy, and the city’s journey to revitalisation. This walking tour around the city’s Loop and River Northstarts smack-dab in the middle of the city, in front of one of the most prestigious galleries in the world, the Art Institute of Chicago. The institute is well-known for its excellent collection of French impressionist paintings, but you’ll see plenty of artwork outside its confines, too. There are the bronze lions that frame the institute, and, of course, the famous Cloud Gate in Millennium Park which we locals affectionately call “the Bean”. This will probably be your first selfie pic of the day (and for good reason)! As you continue your journey across the Dusable Bridge and along the Chicago Riverwalk, you’ll come face to face with the impressive skyscrapers that frame Michigan Avenue. Stroll down the Magnificent Mile and crane your neck upward, there’s a lot to see up top! Along the way, I’ll show you the 24-carat gold-capped Carbide and Carbon building and the Wrigley Building, the first office block to be built north of the Chicago River. At the Tribune Tower, you’ll get the chance to lay your hands on rocks and stones from over 120 locations in the world, including the Great Wall of China, the Taj Mahal, and the Parthenon. You’ll also see the city within a city known as Marina City Towers, the Chicago Theatre with its iconic neon sign, and Block 37 where the city’s first skyscrapers were built.

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What people are saying about Trump Tower, Chicago

Overall rating

4.8 / 5

based on 6,706 reviews

One of the best things we did was take this boat tour while visiting Chicago for the first time. You will learn so much interesting facts about Chicago and it’s amazing to see the city in a different view. I highly recommend dressing for the weather. It can get windy and cold so bring a jacket and sunglasses if it’s sunny.

awesome, interesting & beautiful! make sure you know where you’re going & arrive 15 min early. our friends uber dropped them in the wrong spot so we barely made it & had to stand during the tour which honestly wasn’t bad, but the earlier you arrive you’ll get your choice of seats.

Guide was excellent. Very interesting tour. We missed our original tour and had to take the next tour which was longer and probably better because we weren’t areas that the shorter tour would not have take. Us.

Loved the tour, so beautiful, a very special point of view of the city. We were afraid it was going to be cold but it wasn’t and the bar with hot chocolate and tea that was opened on the boat helped :)

Easy access good narrative and good sense of humour