The Chicago Riverwalk is more than just a scenic waterfront path—it’s one of the top attractions in the city, offering a mix of history, outdoor adventures, fantastic dining, and unforgettable skyline views. Whether you’re strolling along the river, hopping on a boat tour, kayaking through downtown, or enjoying a meal at a riverside café, there’s no shortage of things to do.
In this guide, I’ll walk you through the absolute best experiences on the Riverwalk—including must-see landmarks, water activities, art, and dining spots—so you can make the most of your visit. Let’s dive in! 🚢🏙️🍽️
🌊 The Ultimate Guide to the Best Things to Do on the Chicago Riverwalk
The Chicago Riverwalk is one of the city’s most scenic and exciting destinations, offering a perfect blend of history, culture, outdoor activities, dining, and unbeatable skyline views. Whether you’re here for a leisurely stroll, a boat tour, or a riverside meal, there’s no shortage of things to see and do.
In this guide, I’ll walk you through the top attractions, best restaurants, and unique experiences along the Riverwalk—plus, I’ll link to helpful articles so you can dive even deeper into planning your visit!
🏛️ Must-See Attractions Along the Chicago Riverwalk
Chicago Architecture Center
📍 111 E Wacker Dr, Chicago, IL 60601
One of the first stops you should make is the Chicago Architecture Center, where you’ll learn the stories behind Chicago’s world-famous skyscrapers. With interactive exhibits, guided tours, and expert insights, it’s a must-visit for architecture lovers (or anyone who wants to gain a deeper appreciation for Chicago’s unique skyline).
River Theater (“The Stramp”)
📍 A unique terraced seating area along the Riverwalk
One of the best places to sit, relax, and soak in the views is the River Theater, often called “The Stramp” (a mix of stairs and a ramp). Whether you want to people-watch, take photos, or just unwind under the honey locust trees, this is a perfect stop.
Vietnam Veterans Memorial Plaza
📍 A peaceful riverside tribute, dedicated on November 11, 2005
For a more reflective moment, stop at the Vietnam Veterans Memorial Plaza. Set against the backdrop of the river, this beautifully designed space honors those who served in the Vietnam War and offers a quiet place to pause and appreciate its significance.
McCormick Bridgehouse & Chicago River Museum
📍 Get a behind-the-scenes look at Chicago’s iconic bridges
Ever wondered how Chicago’s famous drawbridges work? At this museum, you’ll get an inside look at the mechanics behind the city’s moveable bridges and learn about their role in shaping Chicago’s transportation history.
Water Plaza & Floating Wetlands
📍 A hidden eco-friendly gem along the Riverwalk
If you’re interested in environmental conservation, check out the Water Plaza and Floating Wetlands, where you can see native plants, sustainable landscaping, and efforts to restore the river’s natural ecosystem.
🚢 Explore the River: Water Taxis & Boat Tours
Chicago Water Taxi
📍 A fun and scenic way to get around the city
Skip the traffic and see Chicago from the water! The Chicago Water Taxi offers an easy way to travel between Chinatown, the Loop, Michigan
Chicago’s First Lady Cruises
📍 112 E Wacker Dr, Chicago, IL 60601
If you want to learn the secrets behind Chicago’s skyline, a Chicago Architecture Foundation River Cruise is the best in the city. This 90-minute tour is expert-led and packed with fascinating stories about the city’s most famous buildings.
Chicago Electric Boat Company
📍 300 N State St Suite EE, Chicago, IL 60654
For a DIY boating adventure, rent one of Chicago Electric Boat Company’s adorable retro boats, which date back to the 1950s and 60s but have been updated with eco-friendly electric motors. The best part? No boating experience required—just a valid driver’s license!
👉 Read More: Guide to Chicago’s Water Taxi Routes & Tips
🛶 Get on the Water: Kayak & Cycleboat Rentals
Chicago Cycleboats
📍 Pedal-powered fun on the river!
This social and interactive way to see the city lets you pedal a boat like a bike while cruising down the river. Don’t worry—if you get tired, you can switch off with a friend and simply enjoy the ride.
Kayak Rentals & Urban Kayaks
📍 A must-try for adventure lovers
For an up-close experience on the water, rent a kayak from Urban Kayaks and paddle along the river. If you’re new to kayaking, they also offer guided tours with great views and a bit of history.
🎨 Public Art & Nearby Attractions
Art on the Mart
📍 The world’s largest digital art projection
Every evening, the 2.5-acre facade of the Merchandise Mart transforms into a massive digital art display. The best part? It’s completely free!
Millennium Park & The Bean
📍 Just a short walk from the Riverwalk
While not technically on the Riverwalk, Millennium Park is only a few minutes away—and no trip to Chicago is complete without a selfie at The Bean (Cloud Gate)!
🍽️ Best Restaurants & Bars on the Riverwalk
Northman Beer & Cider Garden
📍 A perfect place for craft cider lovers
If you’re craving refreshing ciders, great beer, and riverside views, this casual beer garden is a fantastic spot to unwind.
City Winery Riverwalk
📍 Sip wine while watching boats float by
A glass of wine by the river? Yes, please! City Winery’s Riverwalk location offers the perfect setting for a laid-back afternoon.
Tiny Tapp & Cafe
📍 55 W Riverwalk, Chicago, IL 60601
For craft beer fans, Tiny Tapp is a hidden gem with a rotating selection of local and regional brews plus small bites to snack on.
Island Party Hut
📍 A tiki bar on the Riverwalk!
If you’re looking for tropical vibes, check out Island Party Hut, a lively tiki-style bar and grill right on the water.
Sweet Home Gelato
📍 Satisfy your sweet tooth
Nothing beats homemade gelato on a warm day! Stop by Sweet Home Gelato for classic Italian flavors, served in a cup or cone.
Plan Your Visit to the Chicago Riverwalk
With so much to see and do, the Chicago Riverwalk is one of the city’s top attractions for both locals and visitors. Whether you’re sailing down the river, exploring historic sites, or grabbing a bite at a waterfront café, the Riverwalk truly offers something for everyone.
👉 Read More: Ultimate Chicago Riverwalk Guide: Best Attractions, Dining, & Activities
Planning a trip? Check out our related articles for even more insider tips and recommendations! 🚢🌆🍽️