Top Chicago Boat Tours: Architecture, Speed Boats, Dinner Cruises & More!
Exploring Chicago’s stunning architecture and scenic waterfronts is a must, and there’s no better way to do it than from the water. Since the building boom continues in the city, there are always new building going up, often designed by contemporary architectural A-list. It’s fascinating to both see and learn about these stunning buildings and learn both the inspiration behind them, and how they play a role in elevating the city-scape. As a local, I’ve had the pleasure of experiencing several boat tours that showcase the city’s unique charm.
From relaxing sightseeing cruises to lively party boats, Chicago’s boat tours offer a fresh perspective you can’t get on land. Here are some of my favorite excursions that should be on every visitor’s must-do list.
Architecture River Cruise by Chicago Line Cruises
Location: 465 N McClurg Ct
As someone fascinated by urban design, the acclaimed architecture river cruises are an absolute highlight. I’ve done the Chicago Line Cruises tour multiple times, and their knowledgeable guides never fail to surprise me with insightful stories behind the city’s iconic buildings lining the Chicago River. These 75-minute tours from the Michigan Avenue Bridge are a perfect introduction to Chicago’s renowned architecture.
I still remember taking in Vista tower from the river and learning that it’s is the third-tallest buidling in the world built by a female architect, Jeanne Gang of Studio Gang. It was amazing, and I think of her brillance every time I pass it.
Shoreline Sightseeing Cruises: Take in the Skyline With Classic Lake Tours & Breathtaking Views
Location: Navy Pier, 600 E Grand Ave
On this 60-minute tour, you’ll see over 40 of Chicago’s most famous buildings while cruising the river. Want to know a short history of the iconic Merchandise Mart? You’ll learn it here. The expert guides provide engaging commentary that brings the city’s history to life, and I think it’s a must for architecture enthusiasts. Be sure to pack a refreshing drink and snacks for the ride on their longer cruises, a bring suncreen and a well-fitting hat.
Get Your Thrills On: High-Speed Adventures with Seadog Cruises
Location: Lake Front Trail, 600 E Grand Ave
When I’m in the mood for a more thrilling adventure, Seadog’s bright yellow speedboats never disappoint. Cruising along at high speeds with the wind whipping through your hair as your entertaining guide regales you with fascinating local stories? Sign me up! Their tours from Navy Pier inject a big dose of adrenaline and fun. I think everyone should do a Seadig Cruise at lease once.
Chicago Brunch Cruise on The Odessey
Location: Navy Pier, 600 E Grand Ave
I’ve done the brunch cruise on the Odyssey a few times for celebratory occasions, and they always deliver an elevated experience. There’s something so special about savoring a gourmet meal aboard the sleek glass-enclosed ship while admiring the dazzling lakefront views of the famously grand skyline. It’s a sophisticated yet leisurely way to spend an afternoon or evening on the water a great way to show visitors some hospitality and great views of the city, too. If brucnh is your thing, be sure to use our guide to the 30 Best Brunches in Chicago.
Wendella’s Chicago River Architecture Tour
Location: 400 N Michigan Ave
If you’ve ever walked up or down Michigan Ave, you’re sure to have seen Wendella’s, a name synonymous with boat tours in Chicago. They offer a 90-minute tour that covers 130 years of architectural innovation, and you’ll want to take notes. Ever wondered about the impact Louis Sullivan and/or Mies Van DerRohe had on the city? You’ll learn all about it here, and quite frankly, it’s fascinating.
Explore the Chicago Riverwalk by Kayak or Electric Boat
Location: multiple docking locations
For an up-close view unlike any other, I highly recommend the intimate guided kayak or electric boat tours tracing the revitalized Chicago Riverwalk. Paddling or cruising right alongside some of the most famous skyscrapers and architectural marvels is such a cool way to experience the city’s dynamic urban landscape. Local outfitters like Kayak Chicago and Electric Boats Chicago provide unparalleled access.
Skyline Adventures & Family Fun with Mystic Blue
Location: Navy Pier, 600 E Grand Ave
Whenever I have out-of-town guests visiting, I always try to squeeze in a sunset sail aboard the Mystic Blue, an three story cruise liner with spacious dance floors, a delicious restaurant and great DJs. Exploring the city in style with the largest cruise liner in the city and dance the night away whilst gazing upon the beautiful city skyline. It’s a whimsical, one-of-a-kind summer experience on Lake Michigan.
Must-Try Chicago Boat Tours for Every Visitor
There’s something special about experiencing Chicago from the water—whether it’s cruising past architectural marvels, taking in skyline views at sunset, or feeling the thrill of a speedboat ride on Lake Michigan. No matter how many times I take a boat tour, I always find something new to love about my hometown.
Whether you’re looking for a deep dive into Chicago’s architecture, a laid-back sightseeing cruise, or a unique dining experience on the water, there’s a perfect boat tour for you. Now it’s your turn—which Chicago boat tour is your favorite? Drop a comment and let me know!