Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Chicago, Illinois Boat Rentals & Yacht Charters

Page 11 of 11260 listings

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
Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable
Events in Chicago · 8 guests

Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable

New
$275/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
Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun
Powerboats in Hammond · 10 guests

Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun

New
$400/hour
Flawless 2024 68' Sunseeker Manhattan
Events in Chicago · 12 guests

Flawless 2024 68' Sunseeker Manhattan

New
$938+/hour
High Performance Luxury Fountain 43 Center Console
Powerboats in Chicago · 12 guests

High Performance Luxury Fountain 43 Center Console

New
$775+/hour
Chartered Yacht | 2001 46' Sea Ray Sundancer - 13 person capacity
Events in Chicago · 13 guests

Chartered Yacht | 2001 46' Sea Ray Sundancer - 13 person capacity

New
$850/hour
Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
Events in Chicago · 8 guests

Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

New
$250/hour
47’ SeaQuest II: The Ultimate 20-Passenger Boat! (No Downtown Traffic)
Powerboats in Hammond · 20 guests

47’ SeaQuest II: The Ultimate 20-Passenger Boat! (No Downtown Traffic)

New
$630/hour
Willard Marine SeaForce!! Former Military Adventure Boat!
Powerboats in Chicago · 6 guests

Willard Marine SeaForce!! Former Military Adventure Boat!

New
$270/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
$225/hour
Azimut 62s Motor Yacht In Chicago, Illinois
Events in Chicago · 12 guests

Azimut 62s Motor Yacht In Chicago, Illinois

New
$1,200/hour
SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois

New
$800/hour
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
2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025
Events in Chicago · 12 guests

2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

4.6
Snoozed - Active 15 Jun 2026
A Unique Experience With Our Sea Ray 330 Sundancer
Powerboats in Chicago · 7 guests

A Unique Experience With Our Sea Ray 330 Sundancer

5.0
Snoozed - Active 03 Jul 2026
High Demand
38-ft Party Pontoon for Up to 20 Guests in Chicago
Powerboats in Chicago · 20 guests

38-ft Party Pontoon for Up to 20 Guests in Chicago

5.0
Superowner
Best of 2026
Snoozed - Active 02 Nov 2026
Mediterranean Yacht with Fly bridge Boat
Events in Chicago · 12 guests

Mediterranean Yacht with Fly bridge Boat

5.0
Snoozed - Active 15 Jun 2026
51ft Sea Ray Sundancer Yacht at Diversey Harbor!
Events in Chicago · 12 guests

51ft Sea Ray Sundancer Yacht at Diversey Harbor!

5.0
Snoozed - Active 30 May 2026
Sea Ray Express Cruiser 340 Luxury Motor Yacht in Chicagoland
Events in Hammond · 8 guests

Sea Ray Express Cruiser 340 Luxury Motor Yacht in Chicagoland

5.0
Snoozed - Active 24 Jun 2026

Chicago Reviews

  1. TZ

    Ty

    2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

    I rented Nilufar's boat along with 11 friends for a six-hour cruise. The boat was a great size with plenty of room for that many people, though it is showing some signs of wear and tear compared to the photos and would have benefited from a pre-cruise interior cleaning. Communication with Nilufar and Captain John from start to finish was fantastic. Captain John and his mate were very professional and always aware of everyone's safety. Overall, a great experience.

  2. MR

    Merilyn

    2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

    Everything went smooth and our captain John was incredible and so sweet! Captain John always looked out for our safety especially since our experience was during the nighttime. Was helpful that he was able to provide some water and other beverages. We had an amazing experience with Nilufar’s boat!!

  3. AT

    Ayush

    2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

    Everything from the booking to getting on-board was a smooth sail (pun intended). I really appreciate the quick responses to help us navigate through the process. Boat was very nice and well kept. Will definitely consider again for next time and would also recommend friends.

  4. Ruthwik Sai

    Ruthwik Sai

    2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

    Absolutely thrilled with our experience on this private yacht! From start to finish, the host and captain were exemplary, making us feel warmly welcomed and ensuring seamless communication throughout. The yacht itself was impeccably maintained, offering everything we needed for a truly memorable voyage. Highly recommend for anyone seeking a top-tier experience on the water!

  5. Ravid

    Ravid

    38-ft Party Pontoon for Up to 20 Guests in Chicago

    My friends and I had an amazing time on Captain Greg's boat! The boat had speakers, cooler, a bathroom, floaties, pretty much everything we needed. The boat was very spacious and comfortable. The crew were very friendly and welcoming as well! We had so much fun sailing around Chicago and swimming in the lake, it was a perfect boating experience!

  6. BM

    Bridget

    38-ft Party Pontoon for Up to 20 Guests in Chicago

    We had an incredible experience. We booked for a co-ed bachelorette party. The captain and other staff on board were SO friendly and accommodating. The cooler was plenty big, the bathroom was clean, and we had a nice space to set up our sandwiches. Great experience!