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All listings in Chicago

Search yacht rentals in Chicago, Illinois.

Page 1 of 10223 listings

50' Multi-level Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

50' Multi-level Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$300/hour
Instant Book
62' $2M Italian Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

62' $2M Italian Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$800/hour
Instant Book
46' Azimut Quartano Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 13 guests

46' Azimut Quartano Motor Yacht Rental in Chicago, Illinois

5.0
$400/hour
Instant Book
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Events in Chicago · 13 guests

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

4.8
$349/hour
28ft. Sea Ray Captained Boat Rental in Chicago
Events in Chicago · 6 guests

28ft. Sea Ray Captained Boat Rental in Chicago

5.0
Superowner
$200/hour
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

4.9
Superowner
Best of 2025
$210/hour
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
Superowner
$350/hour
Ultimate 52 " Yacht at Diversey Harbor –Perfect for PlayPen!
Events in Chicago · 12 guests

Ultimate 52 " Yacht at Diversey Harbor –Perfect for PlayPen!

5.0
$225/hour
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
Superowner
Best of 2025
$170/hour
42FT Regal Commodore Express Cruiser
Powerboats in Chicago · 13 guests

42FT Regal Commodore Express Cruiser

5.0
Superowner
Best of 2025
$245/hour
Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
Events in Chicago · 12 guests

Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

5.0
$175/hour
Beautiful Yacht 40 LOA 340 Sundancer Searay
Events in Chicago · 13 guests

Beautiful Yacht 40 LOA 340 Sundancer Searay

5.0
$250+/hour
'Genius' 40' Sea Ray Sundancer Captained Charter with all amenities in Chicago!
Events in Chicago · 13 guests

'Genius' 40' Sea Ray Sundancer Captained Charter with all amenities in Chicago!

5.0
Superowner
$275/hour
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Events in Chicago · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0
$400/hour
33' Formula Motor Yacht - Great for Playpen!
Events in Chicago · 10 guests

33' Formula Motor Yacht - Great for Playpen!

5.0
$250/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
$400/hour
Luxurious 60' Yacht with Fly Bridge
Events in Chicago · 12 guests

Luxurious 60' Yacht with Fly Bridge

5.0
Superowner
$450/hour
'The Gwen' 38’ Carver Mariner Captained Charter with all amenities in Chicago!
Events in Chicago · 13 guests

'The Gwen' 38’ Carver Mariner Captained Charter with all amenities in Chicago!

4.9
Superowner
$275/hour
Double Decker 50FT Sea Ray Flybridge Yacht!
Powerboats in Chicago · 13 guests

Double Decker 50FT Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2025
$292/hour
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
Events in Chicago · 12 guests

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

4.7
$250/hour
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Events in Chicago · 12 guests

**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

5.0
$295+/hour
Maxum Yacht 44' in Chicago
Powerboats in Chicago · 13 guests

Maxum Yacht 44' in Chicago

4.9
Superowner
Best of 2025
$268/hour
35' Sea Ray SLX Motor Yacht Charter in Chicago
Events in Chicago · 13 guests

35' Sea Ray SLX Motor Yacht Charter in Chicago

5.0
$250/hour
Diversey Harbor Relax and Enjoy on this 52ft Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Relax and Enjoy on this 52ft Yacht

5.0
Superowner
Best of 2025
$225/hour

Motor Yacht Reviews in Chicago

  1. KM

    Katiana

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

    The crew was so communicative leading up to the date. The boat was amazing! So much space and so clean. I highly recommend this team. Captain Evan was all about keeping us safe, but also ensuring we got the best time in the water. I’d book again! This is gonna become a yearly tradition.

  2. Anameti

    Anameti

    28ft. Sea Ray Captained Boat Rental in Chicago

    We had a great time out with Captain Memo! He was very friendly and warm. We went out for a birthday. It was too chilly to get in the water but we were so comfortable on the boat enjoying the sun. When we’re back in town we’d love to go out on the water again with Captain Memo!

  3. SY

    Sarah

    46' Spacious Portofino Party Yacht in Chicago For Every Occasion

    What a great time!! We rented Kyle’s boat for a bachelorette party and 10/10 would recommend to another group. There were 12 of us and we had plenty of space between the front, back, and inside of the boat. Captain Dan was fantastic and we would recommend him as well! Overall a great experience and our favorite part of our bachelorette weekend! Definitely would rent again!!

  4. PB

    Parastoo

    28ft. Sea Ray Captained Boat Rental in Chicago

    We had the best time with Captain Memo! He’s so nice and fun, and made the whole trip such a great family outing. Quick to respond and flexible with scheduling, which we appreciated. Can’t wait to go again next year when it’s warmer!

  5. SF

    Susannah

    **Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

    I cannot say enough good things about Bad Beaches Only! Planning a bachelorette party can be chaotic, but this company made everything SO easy. Their communication was top-tier, and they were always quick to respond to my questions. The day of the boat charter, they went out of their way to make us feel welcome and ready to have the best time. A huge shout-out to our captain, Mike, who was truly fantastic and the perfect guide for our adventure. This women-owned business is truly exceptional, and I'd recommend them to anyone looking for a fun and professional charter experience.

  6. JO

    Jessica

    Maxum Yacht 44' in Chicago

    My friends and I plan a summer boat day every year. I got in contact with Chris who was very responsive from the start and very helpful through the entire booking. We reached out to captain Dan Chavez and I was so happy that we did. He made the experience amazing and was very attentive throughout our time. He prioritized our safety and had gave us a great time. Would mostly highly recommend for an amazing time!