Chicago Riverwalk
Activities

Enter your dates to find available activities

Our most recommended Chicago Riverwalk Activities

  • Chicago: 1.5-Hour Romantic Sunset Cruise

    1. Chicago: 1.5-Hour Romantic Sunset Cruise

    Start your sunset cruise on the Chicago River at Michigan Avenue. Make your way along the main branch of the river towards Lake Michigan before entering the Chicago Locks, a modern engineering marvel, that will transfer the vessel onto the great Lake Michigan. The vessel will cruise along Lake Michigan as the sun sets behind the wonderful skyline offering several amazing views. Your local tour guide will give a very brief commentary along the Chicago River and entrance to Lake Michigan, but most of the 1.5-hour cruise is spent without narration, leaving you to watch the sun put on a beautiful display with the City skyline. Admire the many angles of the Chicago skyline from Lake Michigan, one of the largest bodies of fresh water in the world. Capture magical views of Chicago's twin super-skyscrapers, the famous Willis (formerly Sears) Tower and the John Hancock Building. You'll also ge...

    It was the best price for a river tour and I know sometimes if you pay less you get less but this star was outstanding. I would highly recommend

  • Chicago River: 45-Minute Family-Friendly Architecture Cruise

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

    Admire Chicago’s impressive architecture from a unique perspective aboard a 45-minute cruise sailing down the Chicago River, which features a full-service cash bar and live commentary tailored to entertain the whole family. 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- a perfect way to explore 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 o...

    We had a great time! Shorter ride was perfect for young kids. Boat was clean and staff was friendly.

  • Chicago Food Tasting: 2.5-Hour Guided Walking Tour

    3. Chicago Food Tasting: 2.5-Hour Guided Walking Tour

    Combine an enjoyable walk around Chicago's downtown to see some of the city’s top sites with stops to sample some of the city’s famous tastes. On this 2.5-hour guided walk, you'll get to taste the foods Chicago is best known for doing right. Enjoy deep-dish pizza, the original Italian pastries, Chicago-style hot dog, and a classic Italian beef sandwich. Enjoy a VIP craft beer sample for an additional fee. Along the way, you’ll see some of Chicago's most iconic spots including Millennium Park, the Chicago Riverwalk, the Art Institute, and the famous Bean. By the end of the tour, your stomach will be full of delicious food and your head will be full of fascinating knowledge about Chicago. During the colder months, the tour makes use of the unique underground Pedway system that connects much of downtown and keeps you warm and cozy. On warmer days, you’ll walk at street level to enjoy th...

    Gabe made it so fun & interesting. Felt very safe. He was great at navigating around crowds, etc. We plan on repeating this tour with friends!!

  • Chicago River: Guided Tour of Historic Chicago by Kayak

    4. Chicago River: Guided Tour of Historic Chicago by Kayak

    Join this guided kayak excursion on Chicago River’s Main Branch to paddle through a modern urban setting while imagining the city’s early historical locations. Kayak alone or in a tandem (2-person) kayak. Begin your experience with a 20-minute pre-tour session on land, where professional guides go over safety issues and the rules of the river. There will also be a brief paddling demonstration for those who are new or beginner kayakers. Afterward, your adventure on the water begins. Travel for about 2.5 miles along the Chicago River, stopping frequently to rest and chat. During your periodic stops, hear stories and details about Chicago’s rich history from the lead tour guide. Pass some of Chicago's most iconic sights along the way, including the Wrigley Building, Merchandise Mart, Aqua, Tribune Tower, and much more. Since the city grew up on the Chicago River, this tour is a great w...

  • Chicago: Downtown Family Food Tour by Bike with Sightseeing

    5. Chicago: Downtown Family Food Tour by Bike with Sightseeing

    Hop on a bike and enjoy this easy ride around Downtown Chicago to explore the cities best sights and food. Cruise through Millenium Park, Museum Campus and along the lakefront with regular stops to sample delicious treats as you go. Your guide will take you to some of the best spots to try deep-dish pizza, a true Chicago hot dog, Italian beef, and a dessert for good measure. Try them all (or their veggie alternatives) and learn about the foods that made Chicago famous. In between snacking, visit some of Chicago’s most popular downtown districts as you cruise through Grant Park (Buckingham Fountain), the Chicago Riverwalk, and more. Along the way, your guide will point out highlights like Navy Pier, the Magnificent Mile and the Chicago River. The stops are well-timed so, even though you’ll be working up an appetite, all ages and fitness levels can get involved and enjoy this ride. If y...

  • Chicago: Riverwalk Guided Walking Tour

    6. Chicago: Riverwalk Guided Walking Tour

    Tag along on this essential Chicago experience: a guided walking tour of the Chicago Riverwalk. Spend your day exploring art, architecture, and all the locals’ favorite spaces. Visit the Meatpacking District, Chelsea Market, DuSable Bridge, and more. Birthed around the banks of the (now) Riverwalk, Chicago is a city teeming with tales. With the help of your local guide, discover the stories behind the sites you visit and see. Visit all four districts of the Riverwalk, each offering its own flavor of Chicago. Pass iconic sites including the Wrigley Building, Tribune Tower, DuSable Bridge, and the Marina Towers. As an added perk, become a Chicago insider with behind-the-scenes access at the McCormick Bridgehouse & Chicago River Museum. Stop at Heald Square and see the city’s many monuments and memorials. Along the tour, spot the touching Vietnam Veterans Memorial. Continue strolling d...

    Very knowledgeable. Hard to hear w all the noise at times. Went well beyond river walk. It was good but long.

Other Sightseeing Options in Chicago Riverwalk

Want to discover all there is to do in Chicago Riverwalk? Click here for a full list.

What people are saying about Chicago Riverwalk

It was so amazing ! We learned so much history ! Kind of wish we would of booked an hour instead of 30 min! Please do this ! You’ll have so much fun!

The tour guide was amazing! We were very happy to meet wonderful people ! We had lots of fun !

Good guide, relaxing, enjoyable. Great intro to the buildings on the river.

Great value and the right amount of information and length of the tour.

A very beautiful experience, and an excellent service as well!