You’ve just stepped off the Shoreline Architecture River Cruise, full of skyline stories and history—and the adventure isn’t over. Right from the dock—whether at Michigan Avenue or Navy Pier—you’re within walking distance of some of Chicago’s best riverfront promenades, landmark buildings, museums, cafes, and beachside hangouts. We’ve picked 10 fabulous things to do that slot perfectly into your river-tour day, whether you’re craving more sightseeing, a tasty bite, fresh air, or a chill spot to unwind.
Architecture River Cruise (If Departing From Navy Pier)
Yes, you just did a boat tour—but if you boarded at Michigan Avenue, consider heading to Navy Pier for a second spin from a new perspective. The Shoreline Architecture River Cruise departing from Navy Pier offers the same skyline storytelling magic, but often with slightly different guides, angles, and timing.
If you loved the first go, this second route offers a new take on Chicago’s historic and modern buildings. Plus, Navy Pier has its own buzz and backdrop, making it feel like a fresh adventure rather than a repeat.
It’s also a great backup if your original cruise got weather-delayed or if you want to show visiting friends around without rebooking too far in advance. Tours depart frequently, and the vibe down at the Pier makes it easy to spend extra time before or after cruising.
Adler Planetarium
Once you’re off the boat, why not shift your gaze upward? The Adler Planetarium is a quick rideshare or scenic lakeside stroll away from the Michigan Avenue dock and offers a total change of pace from urban architecture to outer space.
Inside, you’ll find high-tech exhibits, vintage telescopes, and hands-on experiences that range from building moon landers to testing your weight on different planets. The immersive Sky Shows are the big draw—they transport you through galaxies in a wraparound theater that feels like stargazing in IMAX.
The location is a bonus. The museum campus juts out into the lake, offering panoramic skyline views that are a photographer’s dream. It’s a fantastic follow-up to your cruise—something playful, peaceful, and educational, all in one.
Bike and Roll Chicago Rentals
If the shoreline views got you craving more outdoor time, grab a set of wheels at Bike and Roll Chicago, just steps from both Navy Pier and the Riverwalk. It’s one of the easiest and most flexible ways to explore Chicago’s lakefront, parks, and iconic landmarks.
You can choose from cruiser bikes, hybrids, e-bikes, or even tandems—plus helmets and maps are included. Staff are super helpful with suggested routes, whether you’re biking north to Oak Street Beach or south toward Grant Park.
It’s a great way to add some movement to your itinerary, cover more ground without rushing, and soak up the scenery on your own schedule. You can rent by the hour or for a full day, depending on how ambitious your plans are.
Chicago Children’s Museum
Chicago Children’s Museum
If you’ve got kids with you after the cruise, the Chicago Children’s Museum at Navy Pier is an easy and exciting next stop. Just a short walk from the dock, this colorful, hands-on museum is packed with fun for kids aged toddler to tween.
Inside, little ones can build skyscrapers in the Tinkering Lab, climb through an enormous wooden schooner, or splash around in the water play zone. There’s even a separate space designed specifically for infants and toddlers, so no one feels left out.
It’s an ideal way to let kids burn off energy while still learning something new. And since it's fully indoors, it's perfect for rainy or hot days. Afterward, take a walk down the Pier, grab a snack or an ice cream, and enjoy the lake breeze before heading off to your next activity.
Field Museum
If the cruise sparked your curiosity about Chicago’s past, the Field Museum will take you even deeper—literally. Located on Museum Campus, about a 15-minute cab or bike ride from the docks, this natural history museum is home to everything from ancient mummies to massive dinosaur skeletons.
SUE the T. rex is the main attraction—an enormous and impressively preserved fossil that greets you as soon as you walk in. But the fun doesn’t stop there. You can explore everything from the evolution of life on Earth to ancient cultures from around the world.
The museum is designed to be navigable and engaging, with quiet corners to rest, lots of space to roam, and even kid-friendly discovery zones. Whether you’re into gems, geology, or giant sloths, there’s something here to catch your imagination.
It’s a lovely combo with the cruise—first see the city’s skyline, then go underground (figuratively) and explore the deep history beneath it.
Art Institute of Chicago
Walking distance from the Michigan Avenue dock, the Art Institute of Chicago offers a whole new visual feast after your architectural deep-dive. Whether you’ve got 30 minutes or three hours, this world-renowned museum is packed with must-see pieces and quiet corners to discover.
Classics like “American Gothic” and “Nighthawks” are here, alongside the museum’s famed Impressionist collection and a sleek Modern Wing that’s full of contemporary surprises. The galleries are spacious and well-marked, making it easy to explore at your own pace.
There’s also a great café on site, and you’re just steps away from Millennium Park if you want to continue your stroll outdoors. Whether you’re refueling your creative side or simply escaping the heat, this stop pairs perfectly with the cityscape views from your river cruise.
Museum of Contemporary Art Chicago
If you’re in the mood for something bold, creative, and walkable from the Michigan Avenue dock, the Museum of Contemporary Art (MCA) is an excellent choice. With ever-changing exhibits and a strong focus on local and global artists, MCA delivers something fresh every time.
Expect video installations, thought-provoking photography, experimental sculpture, and curated collections that explore identity, pop culture, and politics. It’s the kind of place where you never quite know what you’ll find around the corner—but you’re always glad you did.
The museum is compact enough to explore in under two hours, and the outdoor sculpture garden adds a calming green space to the experience. If you’re feeling peckish, Marisol (the museum’s restaurant) serves stylish seasonal dishes in an artsy but welcoming setting.
It’s a perfect follow-up to the cruise if you want to swap architectural marvels for creative ones.
360 CHICAGO Observation Deck
360 CHICAGO Observation Deck
Still not done with the skyline? Head up to 360 CHICAGO at the John Hancock Center for a totally different angle on the city. This observation deck is on the 94th floor and offers panoramic views of the lake, shoreline, and—you guessed it—the Chicago River you just cruised down.
Unlike Skydeck, this one’s a little more low-key. You can take your time, grab a cocktail at the café, and soak up the views without feeling rushed. If you’re craving a thrill, the optional TILT experience lets you lean out over the city—safely, of course.
The location at the north end of the Magnificent Mile makes it ideal if you want to do some shopping or strolling before or after. It’s a solid way to round out your cruise day with one more dose of high-altitude drama—minus the boat sway.
Chicago Riverwalk
You’re already right next to it—so don’t miss the chance to stroll along the Chicago Riverwalk after your cruise. This pedestrian path hugs the river’s south bank and stretches for nearly two miles, with plenty of places to pause, snack, or simply take in the city’s energy.
Along the way, you’ll find cafés, bars, public art installations, and even kayak rentals if you’re not done with the water just yet. The vibe is relaxed and sociable—perfect for a midday walk or early evening wander.
There’s something for everyone here: history buffs can check out interpretive signs, foodies can grab a riverside taco or gelato, and photo lovers will be snapping shots at every bridge. It’s easy to follow and connects directly to many of the other spots on this list. No ticket needed—just bring your sense of curiosity.
Garrett Popcorn Shops
Just a few steps from the Michigan Avenue dock, Garrett Popcorn is a must if you’re craving a quick snack—or want to take something tasty home. This isn’t just any popcorn; it’s a local obsession.
The Chicago Mix (now known as the Garrett Mix) combines cheddar and caramel in a salty-sweet combo that somehow works every single time. It’s warm, fresh, and totally addictive.
Lines can get long, but they move fast, and the scent alone makes it worth it. Grab a small bag for your walk or pick up a souvenir tin to share (or not). Either way, it’s a simple treat that adds a fun, flavorful stop to your riverfront itinerary.
Millennium Park
An easy walk from the cruise dock, Millennium Park is Chicago’s most famous public space—and for good reason. It’s home to Cloud Gate (a.k.a. “The Bean”), Crown Fountain, and plenty of green space to lounge or stroll.
Snap some skyline selfies in the mirrored surface of Cloud Gate, then relax by the interactive fountains or check out what’s happening at the Jay Pritzker Pavilion—there are often free concerts and events during warmer months.
Millennium Park is a crowd-pleaser and an ideal spot to balance out your day with something social, spacious, and totally free. It’s also close to food spots and other nearby attractions if you’re still exploring.
Wendella Boat Tours Dock
Wendella Boat Tours Dock
If the Shoreline cruise sparked your interest in Chicago’s waterways, you might want to come back another day and try Wendella. This historic family-run boat company operates from a dock just a few blocks away and offers slightly different routes and styles, including sunset tours, lake-and-river combos, and even wine cruises.
The tone is a bit more casual than Shoreline, and the guides often sprinkle in humor and personal stories with their history. It’s a nice alternative—or companion—if you want to see the city from another angle or share the experience with friends visiting later in your trip.
Chicago Cultural Center
If you’re a fan of art, architecture, or quiet beauty, don’t skip the Chicago Cultural Center. It’s about a 10-minute walk from the river cruise dock and is completely free to enter.
Inside, you’ll find rotating exhibits from local artists, public performances, and two breathtaking stained-glass domes—including the largest Tiffany glass dome in the world. The building itself is a stunner, with marble staircases, mosaic tiles, and grand archways that invite you to linger.
It’s a great indoor option if you need a cool-down or rain shelter—and a wonderful way to soak up Chicago’s creative side in between your outdoor adventures.
The Dearborn
Just a short walk from the Michigan Avenue dock, The Dearborn is one of downtown Chicago’s most reliable spots for a great meal. It’s got the polish of a gastropub with the warmth of a neighborhood favorite.
The menu covers all the bases—juicy burgers, crispy fish and chips, seasonal salads, and house-made desserts that hit the spot. The cocktail list is solid too, with both classics and signature drinks that make it worth staying for a second round.
Inside, the space is stylish without being stuffy, and the service is always warm and efficient. Whether you’re winding down after a long sightseeing day or fueling up for more exploring, The Dearborn is a safe (and tasty) bet.
LondonHouse Rooftop Bar
For a drink with a view, head to the rooftop at LondonHouse—just across the river from the Shoreline dock. The building itself is a restored Beaux-Arts beauty, but the real draw is the panoramic terrace with one of the best skyline-and-river views in the city.
This is the kind of place where cocktails come with a camera roll full of shots. Sip something refreshing, soak up the atmosphere, and watch boats drift past below. It’s a great spot for pre-dinner drinks or a romantic nightcap, especially if you snag a spot near the edge.
Dress smart, especially in the evening, and be prepared to wait for a table during peak hours. It’s popular—but the view makes it worth the effort.
Sweetwater Tavern & Grille
Sweetwater Tavern & Grille
If you’re looking for something casual, reliable, and close to the action, Sweetwater Tavern ticks all the boxes. Just a few minutes from the dock, this relaxed spot serves up elevated pub fare and a long list of craft beers on tap.
The outdoor patio is a prime people-watching perch, and the menu includes crowd-pleasers like truffle fries, burgers, fish tacos, and hearty salads. It’s fast, friendly, and easy to drop into with or without a reservation.
Whether you’re rolling with a group or just want something unfussy, Sweetwater is a laid-back choice that always hits the mark.
Marina City Towers Viewpoint
Sometimes the best attraction is simply a fresh angle. For that, head to the Riverwalk section across from the Marina City Towers—those iconic “corn cob” skyscrapers you probably spotted during your cruise.
From the opposite bank, you’ll get one of the most photogenic views in downtown Chicago. It’s especially striking at dusk when the building lights reflect off the water and the last of the tour boats cruise past.
There’s no sign or ticket—it’s just a spot with a great view and a chance to soak in the city at its most cinematic.
Harry Caray’s Italian Steakhouse
For something classic and full of Chicago flavor—literally and culturally—check out Harry Caray’s. Just a short walk from the docks, this Italian-American steakhouse is named after the city’s beloved baseball broadcaster and packed with memorabilia and old-school charm.
On the menu: thick-cut steaks, pastas, chops, and seafood, all served in generous portions with a side of local sports history. The interior has a cozy, clubby feel, and the staff strike a great balance between professional and personable.
Whether you’re celebrating a big day in the city or just want to experience a slice of Chicago tradition, Harry Caray’s delivers.
A Shoreline Architecture River Cruise is one of the best ways to get to know Chicago—but it doesn’t need to be the only highlight of your day. Whether you’re walking the Riverwalk, sipping on a rooftop, exploring a museum, or diving into deep-dish and popcorn, you’ll find that some of the city’s best experiences are waiting just steps from the dock. So hop off the boat and keep the adventure going—Chicago’s not done showing off yet.
First time in Chicago? Here's an itinerary you'll love! And don't forget to check out our guide on things to do near Skydeck.
Step up your sightseeing with Go City®.
We make it easy to explore the best a city has to offer. We’re talking top attractions, hidden gems and local tours, all for one low price. Plus you'll enjoy guaranteed savings, compared to buying individual attraction tickets.
See more, do more, and experience more with Go City® - just choose a pass to get started!
