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Rent a Boat or Yacht in Chicago, Illinois

Page 12 of 12279 listings

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
45' Formula Super Sport Luxury Day Yacht
Events in Chicago · 13 guests

45' Formula Super Sport Luxury Day Yacht

New
$400/hour
50’ Azimut Flybridge Exclusively at Navy Pier Marina
Events in Chicago · 13 guests

50’ Azimut Flybridge Exclusively at Navy Pier Marina

New
$450/hour
Chicago’s Most Complete Luxury Yacht Experience
Events in Chicago · 13 guests

Chicago’s Most Complete Luxury Yacht Experience

New
$500/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
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 Mar 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 Apr 2026
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Events in Chicago · 12 guests

53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

4.9
Superowner
Snoozed - Active 02 Mar 2026
61’ Gorgeous Sunseeker Predator Weekday Special Rates
Events in Chicago · 13 guests

61’ Gorgeous Sunseeker Predator Weekday Special Rates

4.9
Superowner
Snoozed - Active 02 Mar 2026
46' Luxury Yacht! Price all inclusive!
Events in Chicago · 6 guests

46' Luxury Yacht! Price all inclusive!

5.0
Snoozed - Active 17 Apr 2026
Luxury 40-foot Yacht available to cruise to the Playpen!
Events in Chicago · 12 guests

Luxury 40-foot Yacht available to cruise to the Playpen!

4.8
Snoozed - Active 02 May 2026
New to Chicago! One of Kind Charter Boat
Powerboats in Chicago · 13 guests

New to Chicago! One of Kind Charter Boat

5.0
Superowner
Snoozed - Active 02 Mar 2026
Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!
Events in Chicago · 10 guests

Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!

5.0
Snoozed - Active 02 May 2026
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
Snoozed - Active 17 Apr 2026

Chicago Reviews

  1. courtney

    courtney

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

    Couldn’t tell you how much we enjoyed this experience! Court memory unlocked top five nights, not only in Chicago but I’ve had! HIGHLY HIGHLY RECOMMEND!!! We did a night boat cruise and watched the fireworks. We originally booked was no longer available due to mechanical issue, but that was communicated quickly. We actually upgraded to a larger belt. It was very nice and well taken care of!!! Outside captain and crew Camillo and Yani TOP TIER!!! Both have extensive yawning experience spending half 10 in Miami and Chicago and not only made us feel safe (especially surrounded by many inexperienced boaters at the lake and tricky marina without lighting at night requires that experience) and was needed when we encountered the boat and had to contact Coast Guard. Camillo make sure the situation was safe for the other boat as well. Relative to other boats, I think that the pricing is great and the boat is in great condition and great setup/plenty of space for group of 12. the speaker system was also top notch. Don’t hesitate

  2. MN

    Michael

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

    Had a blast on the Vitamin D for our buddies bachelor party. Great cruise down the river and then over to the playpen. Boat was in great condition, plenty of space. Crew (Camilo and Yani) was awesome, took great care of us and helped us make the most of our time on the boat. Highly recommend.

  3. Brett

    Brett

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

    First of, these guys are very professional through out the booking process and every question was answered for me right away. This boat is better in person than the pics, and we picked Captain Camilo who was top notch. Earned every bit of his tip. If you’re looking for one of the better yachts I’ve been on in Chicago hit these guys up.

  4. JR

    Jose

    53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

    Couldn't recommend Peter, his Captain Dean, and this boat more. This was a 10/10 experience. The boat was clean (even though it came back from another charter 30 minutes before), comfortable inside and out, large bathroom, great sound system, large lily pad, and the full-size fridge was great for storage. I look forward to booking this boat again and recommend that you do too!

  5. lk

    leili

    53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

    Amazing host. Great communication and accommodating to our party. Peter also recommended the best captain, Dean. He showed us around and taught us about the city. Our whole party was from Chicago but still learned a lot from Dean showing us around our beautiful city!

  6. BW

    Brianna

    53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

    This was the best yacht experience ever!!!!! Dean was a huge help with communicating throughout the entire process. I booked my trip only two days in advance so I was a bit worried things would be chaotic. Dean made everything a breeze. The yacht was huge!!! There was more than enough room for my friends and I. We were allowed to bring food and drinks. Captain Mike was also great he made sure we were being safe while having fun, which I really appreciated since it can be dangerous on the outside part of the boat. I would recommend and give this experience a 10/10 can’t wait to book again.