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Rent a Boat or Yacht in Chicago, Illinois

Page 11 of 12272 listings

42' Luxurious Meridian Flybridge Yacht
Events in Chicago · 12 guests

42' Luxurious Meridian Flybridge Yacht

New
$500/hour
49 Passenger 72' Chris Craft - Perfect for Events!
Events in Chicago · 49 guests

49 Passenger 72' Chris Craft - Perfect for Events!

New
Superowner
$2,000/hour
52' Azimut Fly 50 Motor Yacht Rental in Chicago IL
Events in Chicago · 13 guests

52' Azimut Fly 50 Motor Yacht Rental in Chicago IL

New
$1,000/hour
Explore the Waves with Ease! Rent Your Dream Boat Today!
Events in Chicago · 11 guests

Explore the Waves with Ease! Rent Your Dream Boat Today!

New
$275/hour
No tie ups - 40ft Premium Yacht - lots of room group of for 12 - DuSable Harbor
Events in Chicago · 12 guests

No tie ups - 40ft Premium Yacht - lots of room group of for 12 - DuSable Harbor

New
$250/hour
Luxury 33' Sea Ray Yacht Rental in Chicago
Events in Chicago · 10 guests

Luxury 33' Sea Ray Yacht Rental in Chicago

New
$250/hour
Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport
Events in Chicago · 12 guests

Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport

New
$300/hour
Hey Chicago, Climb Aboard Our 33' Cruiser Motor Yacht in Chicago, Illinois
Events in Chicago · 12 guests

Hey Chicago, Climb Aboard Our 33' Cruiser Motor Yacht in Chicago, Illinois

New
$350/hour
DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island
Events in Chicago · 12 guests

DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island

New
$375/hour
Classic 43ft Hatteras w/Captain Included in Hourly Rate (Chicago)
Events in Chicago · 6 guests

Classic 43ft Hatteras w/Captain Included in Hourly Rate (Chicago)

New
$300+/hour
Luxury Unleashed – 40ft Sea Ray Dream Cruiser
Events in Chicago · 12 guests

Luxury Unleashed – 40ft Sea Ray Dream Cruiser

New
$350/hour
High Performance Luxury Fountain 43 Center Console
Powerboats in Chicago · 12 guests

High Performance Luxury Fountain 43 Center Console

New
$775+/hour
Willard Marine SeaForce!! Former Military Adventure Boat!
Powerboats in Chicago · 6 guests

Willard Marine SeaForce!! Former Military Adventure Boat!

New
$270/hour
31ft Cabin Cruiser Belmont Harbor location
Events in Chicago · 6 guests

31ft Cabin Cruiser Belmont Harbor location

New
$300/hour
Monterey 256 Cruiser!
Powerboats in Chicago · 8 guests

Monterey 256 Cruiser!

New
$250/hour
Charter Fishing Lake Michigan
Fishing in Chicago · 6 guests

Charter Fishing Lake Michigan

New
$275+/hour
Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events
Events in Chicago · 10 guests

Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events

New
$325/hour
Come Cruise the waters around Chicago with 33ft Motor Yacht
Powerboats in Chicago · 6 guests

Come Cruise the waters around Chicago with 33ft Motor Yacht

New
$325/hour
Luxury Sea Ray Sundancer for up to 12 peope
Events in Chicago · 12 guests

Luxury Sea Ray Sundancer for up to 12 peope

New
$400/hour
Party on the Lake – 40ft Yacht for You & 12 Friends
Powerboats in Chicago · 12 guests

Party on the Lake – 40ft Yacht for You & 12 Friends

New
$350+/hour
Instant Book
63' Luxury Yacht - Classic Chris Craft with Exquisite Style
Events in Chicago · 13 guests

63' Luxury Yacht - Classic Chris Craft with Exquisite Style

New
$950/hour
Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
Events in Chicago · 5 guests

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

5.0
Superowner
$200/hour
52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!
Events in Chicago · 12 guests

52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!

5.0
Superowner
Snoozed - Active 02 Nov 2025
36ft Carver Mariner Motor Yacht in Chicago
Events in Chicago · 12 guests

36ft Carver Mariner Motor Yacht in Chicago

4.9
Snoozed - Active 20 Aug 2025

Chicago Reviews

  1. ah

    azra

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Captain Bob is the best!! We had a perfect day on the lake and felt very safe as well. Will definitely book with captain Bob again

  2. ma

    marbella

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Intelligent, personable, and safety expert captain! Would book again. Highly recommendable experiences. Thanks, Captain Bob!

  3. PS

    Pranay

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Loved the experience. Made us feel safe and have a great tour

  4. Arti

    Arti

    36ft Carver Mariner Motor Yacht in Chicago

    London was a great captain! He had a cool floaty that was really nice in the playpen. Our entire group had tons of fun!

  5. TM

    Tenaja

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Bob was extremely nice, helpful, and knowledgeable about boating and the local waters.

  6. AS

    Alexa

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Had an amazing day on the water during the Air and Boat Show with Captain Bob as our guide. He's helpful in giving instructions to the dock, helps set up music and ensures a comfortable and safe experience. Due to his background in the CFD, he knew exactly where to anchor the boat so we could see great views of the air show. It was a worthwhile and memorable experience to share with friends and family!