Best Boats & Yachts in Central Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!

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Chicago: 75-Minute Architecture Cruise by Speedboat

373 Reviews

Chicago: 75-Minute Architecture Cruise by Speedboat

Enjoy Chicago's iconic skyline with an exciting speedboat tour departing from Navy Pier. View Chicago's unique architecture and famous landmarks from the water as you listen to the live narration.

$59.44

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Chicago: Family Fun Urban Adventure River and Lake Cruise

216 Reviews

Chicago: Family Fun Urban Adventure River and Lake Cruise

This popular 90-minute, fully narrated daytime river and lake tour delights families with incredible views of Chicago's famous architecture, stunning skyline and stories about the city's rich history.

$42.00

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Chicago: Historic Gangsters & Ghosts Night Cruise

31 Reviews

Chicago: Historic Gangsters & Ghosts Night Cruise

Listen to stories of Chicago's darker side, including mysterious sightings, creepy haunts, mobsters, and more, as you cruise the Chicago River amidst twilight tales of the city you never knew existed.

$42.00

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Chicago: Seadog Speedboat Fireworks Cruise on Lake Michigan

83 Reviews

Chicago: Seadog Speedboat Fireworks Cruise on Lake Michigan

Watch the fireworks dance over Chicago's skyline on this popular 1-hour speedboat tour. Enjoy panoramic views of a magnificent fireworks display from the waters of Lake Michigan.

$61.82

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Chicago River: 90-Min Architecture Boat Tour

17 Reviews

Chicago River: 90-Min Architecture Boat Tour

Embark on a Chicago Architecture River Tour with a professional guide. Cruise the Chicago River to explore renowned landmarks, learn about historical structures, and discover current and upcoming developments with stops at Navy Pier and Goose Island.

$32.00

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Chicago Lakefront: Seadog Speedboat Ride

349 Reviews

Chicago Lakefront: Seadog Speedboat Ride

Admire Chicago’s skyline and listen to insights about the city during an exciting speedboat ride on Lake Michigan. Choose the extreme thrills option to enjoy even faster speeds and a chance to be splashed.

$41.59

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Chicago River: Guided Sunset Cocktail & Architecture Tour

94 Reviews

Chicago River: Guided Sunset Cocktail & Architecture Tour

Climb aboard a 90 passenger historic riverboat & sip cocktails while cruising the Chicago River! Relax and learn about the history & architecture of the city via live narration with a drink in hand.

$59.00

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Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

77 Reviews

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

Enjoy views of Chicago's riverfront architecture as you cruise along the Chicago River. Admire the scenery from the ship's glass-enclosed dining area. Choose between a brunch, lunch, or dinner cruise.

$110.57

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Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

44 Reviews

Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

Climb aboard Windy, Chicago's official Tall Ship Ambassador, and experience breathtaking views from the water on this tall ship cruise. Sail along Lake Michigan and learn about Chicago's architecture.

$49.99

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Chicago River: 1.5-Hour Guided Architecture Cruise

5361 Reviews

Chicago River: 1.5-Hour Guided Architecture Cruise

Experience Chicago’s legendary architecture from the best seat in the house: the river. Enjoy a comprehensive tour with a live fun guide as you navigate through the heart of the city covering all 3 branches of the Chicago River.

$44.00

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Chicago: Fireworks Buffet Dinner Cruise on Lake Michigan

44 Reviews

Chicago: Fireworks Buffet Dinner Cruise on Lake Michigan

Kick off summer's biggest celebration on a fireworks buffet dinner cruise. Marvel at Chicago's spectacular fireworks as you enjoy dinner, DJ entertainment, and rooftop games on the water.

$166.74

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Best Boats & Yachts in Central Chicago

Local Recommendations from our My Guide Chicago team

Book Top Experiences and Tours in Chicago:

Chicago: 75-Minute Architecture Cruise by Speedboat

Chicago: Family Fun Urban Adventure River and Lake Cruise

Chicago: Historic Gangsters & Ghosts Night Cruise

Chicago: Seadog Speedboat Fireworks Cruise on Lake Michigan

Chicago River: 90-Min Architecture Boat Tour

Chicago Lakefront: Seadog Speedboat Ride

Chicago River: Guided Sunset Cocktail & Architecture Tour

Chicago: Gourmet Brunch, Lunch, or Dinner River Cruise

Chicago: Tall Ship Windy Architecture & Skyline Sailing Tour

Chicago River: 1.5-Hour Guided Architecture Cruise

Chicago: Fireworks Buffet Dinner Cruise on Lake Michigan

My Lists

Create New Guide

Mini Guides

Add to My Guide

Create New Guide

Book Experiences in Chicago

Chicago: Attraction Pass with Shedd Aquarium-Save up to 50%*

Chicago: Mob and Crime Bus Tour

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Chicago: Small-Group Night Tour w/ Skydeck & Skyline Cruise

Chicago: Gangsters and Ghosts Guided Walking Tour

Chicago: Navy Pier Centennial Wheel Ticket

Chicago: Explorer 30+ Attractions Pass Including the SkyDeck

Local Car Rental Comparison

500+ trusted car hire partners globally

Free cancellation

We Are Part of the My Guide Network!

Nearby Destinations

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Events in Chicago