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Chicago Boat Tours 2024: Navigating the Windy City by Water

littlechicagoguide chicago boat tours

Living in Chicago, I’m constantly in awe of the city’s striking architecture, picturesque riverfront, and gorgeous lakefront scenery. And in my opinion, one of the best ways to truly appreciate these wonders is from the water with a Chicago Boat Tour.

Top Chicago Boat Tours: Architecture, Speed Boats, Dinner Cruises & More!

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

littlechicagoguide chicago boat tours arcitechture tour

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.

Shoreline Sightseeing Cruises: Take in the Skyline With Classic Lake Tours & Breathtaking Views

Location: Navy Pier, 600 E Grand Ave
There’s something so refreshing about being out on Lake Michigan, soaking in that famous Chicago skyline from the water. Shoreline’s classic lake tours provide the quintessential experience, offering a relaxing yet impactful way to admire the city’s most legendary landmarks. I like to grab a refreshing drink and snacks for the ride on their longer cruises.

Get Your Thrills On: High-Speed Adventures with Seadog Cruises

littlechicagoguide chicago boat tours seadog tour

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.

Upscale Luxury on the Water: Odyssey Cruise’s Gourmet Brunch Excursions

Location: Navy Pier, 600 E Grand Ave
I’ve done Odyssey’s upscale brunch cruises 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.

Explore the Chicago Riverwalk by Kayak or Electric Boat

littlechicagoguide chicago boat tours river tour kayak

Location: River Tour Website; 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.

Unveiling Chicago’s Beauty: Must-Try Boat Tours for Every Visitor

From architectural gems to iconic skyline panoramas, Chicago’s wealth of picturesque sights and attractions are even more breathtaking experienced from the vantage point of the city’s waterways. I’m constantly discovering new favorite boat tours and cruises – it’s the ultimate way to see my beloved hometown’s famous scenery in a fresh light.

Chicago’s breathtaking beauty unfolds in a whole new way when experienced from the water. Whether you seek an in-depth architectural exploration, a relaxing sightseeing cruise, a thrilling speedboat ride, or a luxurious dining experience, there’s a perfect Chicago boat tour waiting for you. This list equips you with top options to plan your aquatic adventure. So set sail and discover the magic of Chicago from the comfort of a boat!

Discover Your Next Chicago Adventure

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