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07/13/2024  ± 1 day

Rent a Boat or Yacht in Chicago, Illinois

Page 1 of 12279 listings

Luxury Playpen Lake Michigan Experience
Events in Chicago · 7 guests

Luxury Playpen Lake Michigan Experience

5.0
$275hour
27' Maxum 2400 Motor Yacht Rental in Chicago
Powerboats in Chicago · 8 guests

27' Maxum 2400 Motor Yacht Rental in Chicago

4.3
$200hour
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
$300hour
Double Decker 50FT Sea Ray Flybridge Yacht!
Events in Chicago · 13 guests

Double Decker 50FT Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2023
$292hour
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Powerboats in Chicago · 12 guests

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

5.0
$175hour
Playpen bound on 25' Yamaha Jetboat!
Powerboats in Chicago · 10 guests

Playpen bound on 25' Yamaha Jetboat!

5.0
$225hour
20 Passenger Captained Party & Event Boat in Chicago
Powerboats in Chicago · 20 guests

20 Passenger Captained Party & Event Boat in Chicago

5.0
Superowner
Best of 2023
$700hour
35ft Maxum Yacht - Cruise Chicago in Style: Unforgettable Lakefront Experiences
Events in Hammond · 12 guests

35ft Maxum Yacht - Cruise Chicago in Style: Unforgettable Lakefront Experiences

5.0
$200hour
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
Events in Chicago · 12 guests

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

5.0
$200hour
Instant Book
Captain Memo's 28 ft. Sea Ray in Chicago
Events in Chicago · 6 guests

Captain Memo's 28 ft. Sea Ray in Chicago

5.0
Superowner
$280hour
Instant Book
Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

5.0
$275hour
Stylish elegance and spacious comfort ... your best time ever!
Events in Chicago · 12 guests

Stylish elegance and spacious comfort ... your best time ever!

5.0
$250hour
25.5 ft. Chaparral SSX257 Luxury Vessel!!
Powerboats in Chicago · 10 guests

25.5 ft. Chaparral SSX257 Luxury Vessel!!

5.0
$200hour
Sea Ray Cuddy Cabin Boat for Rent on Lake Michigan!
Powerboats in Chicago · 6 guests

Sea Ray Cuddy Cabin Boat for Rent on Lake Michigan!

5.0
$175hour
2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024
Events in Chicago · 12 guests

2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

4.7
$400hour
24 Passenger Captained Party & Event Boat in Chicago!
Powerboats in Chicago · 24 guests

24 Passenger Captained Party & Event Boat in Chicago!

5.0
Superowner
Best of 2023
$800hour
Luxurious 60' Yacht with Fly Bridge
Events in Chicago · 12 guests

Luxurious 60' Yacht with Fly Bridge

5.0
$450hour
32' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )
Events in Chicago · 6 guests

32' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )

4.9
Best of 2023
$280hour
SeaRay Sundancer 340 Motor Yacht
Events in Chicago · 12 guests

SeaRay Sundancer 340 Motor Yacht

5.0
$250hour
Experience Lake Michigan like never before on Beautiful 35ft Maxum
Events in Chicago · 10 guests

Experience Lake Michigan like never before on Beautiful 35ft Maxum

5.0
$225hour
Captained charter on 40' Sea Ray with all amenities in Chicago!
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray with all amenities in Chicago!

5.0
$350hour
36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )
Events in Chicago · 6 guests

36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )

5.0
Best of 2023
$440hour
Chicago Summer Vibes - Soak up the Sun in Style!
Powerboats in Chicago · 6 guests

Chicago Summer Vibes - Soak up the Sun in Style!

5.0
$300hour
Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat
Events in Chicago · 12 guests

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

5.0
$200hour

Chicago Reviews

  1. karina

    karina

    Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

    Kevin was super nice and accommodating. Any question I asked he answered. Was able to provide me a captain on short notice. The boat itself was super clean! Even the bathroom. And it was a full bathroom. Very happy with purchase and experience. Thank you kevin!

  2. Michael

    Michael

    25.5 ft. Chaparral SSX257 Luxury Vessel!!

    Awesome clean boat. Easy to drive and work with and all necessary amenities. Had awesome time at playpen with 5 of my friends but could easily fit a lot more. Eduard was easy to work with and made it a seamless experience.Next time coming to Chicago I will definitely be coming to him if I need a boat for the summer.

  3. DJ

    Dana

    32' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )

    We had an absolutely unforgettable boating experience. Adnan's larger boat was amazing, very spacious and it provided plenty of room to relax. We have amazing pictures to cherish from our time on board. Our captain was fantastic as well. We enjoyed his company. Additionally, the owner was incredibly accommodating when we had a change in plans, making the experience even smoother. We can't wait to book another outing—highly recommended for anyone seeking a memorable day on the water!

  4. TT

    Taryn

    35ft Maxum Yacht - Cruise Chicago in Style: Unforgettable Lakefront Experiences

    We had a great time on Eric’s boat. It is a really nice boat, the pictures don’t do it justice! The seating area in the back of the boat had plenty of seats and a little table and everything was bright white and clean and nice. My friends were impressed with the sound system and I really liked the striped lounger on the bow. Everyone in our group thought the pickup/dropoff dock was really easy and convenient. The boat had a small ice maker which came in handy and also a few very large coolers that worked well and held all of our stuff. I would definitely charter this boat again!

  5. RJ

    Rachel

    Experience Lake Michigan like never before on Beautiful 35ft Maxum

    Captain Savage was great at my friend’s bachelorette party! We wanted to do something fun and memorable in Chicago, and Capt Savage was very accommodating after a last-minute change in plans. He was friendly and the boat was clean. Perfect outing for a small group wanting to relax on Lake Michigan :)

  6. LZ

    Linda

    Sea Ray Cuddy Cabin Boat for Rent on Lake Michigan!

    Our trip with Tamer was fantastic!! He is such a nice, chill guy. Was easy to communicate with, flexible, and helpful! We loved his clean and comfortable boat, his great floaties, the snacks, drinks, and even seasickness medication! He helped us create an itinerary for how to use our time and the entire experience was beautiful, relaxing, and comfortable! I would definitely book with him in the future!