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03/30/2024 ± 1 day

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Rent a Boat or Yacht in Chicago, Illinois

4.9

(4,248 Reviews)

Page 3 of 12 • 266 listings

Events in United States · 11 guests

42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago

5.0

Superowner

$400hour

Events in United States · 5 guests

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

5.0

Superowner

$200day

Events in United States · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.8

Superowner

$399hour

Powerboats in United States · 10 guests

Downtown Chicago, Party on the Lake!

4.9

$270hour

Events in United States · 12 guests

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

5.0

$250hour

Events in United States · 13 guests

44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

4.9

Superowner

$399hour

Events in United States · 12 guests

50 ft Double Decker Yacht | Sea Ray Bridge Express

5.0

$100person

Events in United States · 12 guests

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

5.0

Superowner

Best of 2023

$800hour

Instant Book

Sailing in United States · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

4.8

$115-$120hour

Events in United States · 12 guests

55' Sea Ray Luxury Yacht in Chicago

5.0

$325hour

Events in United States · 12 guests

Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

5.0

Superowner

Best of 2023

$375-$450hour

Events in United States · 12 guests

Sea Ray Express 390 Luxury Charter in Chicago, Illinois

5.0

$300hour

Events in United States · 10 guests

33ft Day Boat in Chicago

4.9

$275hour

Events in United States · 13 guests

46ft Prestige Flybridge Luxury Yacht in Chicago

4.9

Best of 2023

$400hour

Events in United States · 13 guests

"Excelling in Excellence" Yacht Charter in Chicago, IL

New

$772hour

Events in United States · 12 guests

NEW!!! 35' Luxury Motor Yacht with 4’ swim platform in Chicago

5.0

$180-$270hour

Events in United States · 12 guests

Multi Level 47' Carver Yacht for 12 Guests in Chicago, IL - Best Value! (MPY#3)

4.8

Superowner

$350hour

Events in United States · 12 guests

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

5.0

$275hour

Events in United States · 8 guests

27 Sea Ray Sundancer Pre Season specials playpen party

5.0

$180hour

Events in United States · 12 guests

38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)

5.0

Superowner

Best of 2023

$250hour

Powerboats in United States · 12 guests

Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!

4.8

Superowner

$250hour

Events in United States · 12 guests

40ft Boat w/ HUGE open seating area!

5.0

Superowner

Best of 2023

$210-$240hour

Events in United States · 16 guests

Amazing Party Trips on 34ft Cruiser in Chicago

4.9

Superowner

$425hour

Events in United States · 11 guests

Charter a 40' Luxury Gran Tursimo Yacht for 11 guests w/ Captain in Chicago

4.8

Superowner

$350hour

Chicago Reviews

PK
Pavel
May, 2024
Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
The trip was awesome. The boat is great and powerful, Robert knows a lot about Chicago. Absolutely recommended.
Jenna
May, 2024
50 ft Double Decker Yacht | Sea Ray Bridge Express
Great boat with good communication. Didn't love the captain but that was separate.
Kaitlin
March, 2024
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Highly recommend! Jimmy was very nice and he even rescheduled us to the following day due to bad weather. He made my birthday very special and I would definitely book with him again in the future!
Yunyi
August, 2023
42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago
John and his crew really made us feel home. Communication was always quick and in time. The boat was easy to find and clean and well equipped. Our party had little children and seniors so Captain Derroll and his crew were extra attentive to them. They were very accommodating when some of us got sea sick. We had a great experience and would highly recommend anybody choosing experience!
DP
Daniel
July, 2023
42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago
Absolutely fantastic trip. Captain John and his team were really easy to work with and the day went very smoothly. Everyone was really friendly and the boat was perfect for our group. Massive thankyou again and we will certainly be looking to rebook a trip in the near future.
AA
Alyssa
June, 2023
42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago
John was so easy to work with. Always responded quickly and was informative on the process. His crew was super helpful and always made sure we were having fun. Daryl was a great captain, made sure we had drinks filled, drove the boat perfectly and gave us a great spot to jump in the water. The boat was exactly as described and was the perfect boat for our group of 10 girls. Perfect amount of space as well as shaded area in the boat and on the second floor when you needed a break from the sun. Would definitely recommend this rental to anyone and will definitely be using John’s boat in the future!