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Browse Lake Michigan Boat Rentals

4.9

(4,618 Reviews)

Page 3 of 15 • 341 listings

Powerboats in Chicago · 6 guests

25ft Rinker - Captained Party - Chicago

4.9

Superowner

$199hour

Events in Chicago · 10 guests

Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

4.9

Best of 2023

$275-$300hour

Instant Book

Sailing in Chicago · 10 guests

37' Luxury Sailboat with Captain in Chicago, Illinois

5.0

Superowner

$400hour

Events in Chicago · 13 guests

Maxum Yacht 44' in Chicago

5.0

Superowner

Best of 2023

$268-$300hour

Powerboats in Chicago · 12 guests

40ft Yacht w/ Huge open seating area!

5.0

Superowner

Best of 2023

$210-$240hour

Events in Chicago · 13 guests

Book now Searay Sundancer Cruiser 36' LOA with Fuel

5.0

$250hour

Sailing in Milwaukee · 6 guests

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

5.0

$150hour

Events in Chicago · 12 guests

Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

4.9

Superowner

Best of 2023

$250hour

Events in Chicago · 12 guests

Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois

5.0

Superowner

Best of 2023

$400hour

Events in Chicago · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0

Best of 2023

$400hour

Events in Chicago · 12 guests

Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties

5.0

Best of 2023

$400hour

Instant Book

Events in Chicago · 12 guests

42FT Regal Commodore Express Cruiser

5.0

Superowner

Best of 2023

$245-$275hour

Events in Chicago · 12 guests

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

5.0

$250hour

Events in Chicago · 12 guests

Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

5.0

Superowner

Best of 2023

$245-$275hour

Events in Chicago · 11 guests

42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago

5.0

Superowner

$400hour

Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.8

Superowner

$399hour

Powerboats in Chicago · 10 guests

Downtown Chicago, Party on the Lake!

4.9

$270hour

Events in Chicago · 12 guests

50 ft Double Decker Yacht | Sea Ray Bridge Express

5.0

$100person

Events in Chicago · 12 guests

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

5.0

$250hour

Events in Chicago · 13 guests

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

4.9

Superowner

$399hour

Events in Chicago · 12 guests

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

5.0

Superowner

Best of 2023

$800hour

Instant Book

Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

4.8

$115-$120hour

Events in Chicago · 12 guests

55' Sea Ray Luxury Yacht in Chicago

5.0

$325hour

Events in Chicago · 12 guests

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

5.0

Superowner

Best of 2023

$375-$450hour

Lake Michigan Reviews

Anthony
May, 2024
Maxum Yacht 44' in Chicago
Chris and Captain Kelly were great all around from initial booking, communication leading up to the trip, and of course the trip itself. Highly recommended for any trips in the Chicago area!
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!
EK
Emily
October, 2023
25ft Rinker - Captained Party - Chicago
We had the greatest day! Joe was an excellent communicator, he was punctual, and offered great suggestions. I’ve done a few of these outings and Joe has been my favorite captain. He recommended a skyline cruise because the water was cold which ended up being perfect. We forgot towels and Joe had some for us. If you’re thinking of booking, don’t hesitate! Chicago boats are so fun and the best way to see the city!
KG
Kyra
July, 2023
25ft Rinker - Captained Party - Chicago
Joe was the BEST! He was so chill and patient with me and my friends as we screamed to our music and danced around on the boat. Me and my 4 girlfriends felt very safe with him and will definitely be hitting him up again for another cruise. Joe was also very easy to communicate with and provided us plenty of ice and cooler space which was helpful. Highly recommend booking with Joe😁
DS
Danielle
July, 2022
25ft Rinker - Captained Party - Chicago
Joe was the best. Super accommodating when we asked to move up our time due to the weather forecast and was extra communicative about what to expect when we got out on the water. The music, water toys, and his chill demeanor made my fiancé’s 30th birthday a blast. Thank you Joe!