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All listings in Chicago

Search yacht rentals in Chicago, Illinois.

4.8(Average of 3,012 reviews in this area)
Page 1 of 10 (226 listings)
Captain Memo's 28 ft. Sea Ray in Chicago
Events in Chicago · 6 guests

Captain Memo's 28 ft. Sea Ray in Chicago

5.0
Superowner
$230hour
Maxum 2400 Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 8 guests

Maxum 2400 Motor Yacht Rental in Chicago, Illinois

3.5
$150hour
Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht
Powerboats in Chicago · 12 guests

Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht

4.7
$250hour
2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024
Events in Chicago · 12 guests

2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

5.0
$350hour
32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day
Events in Chicago · 6 guests

32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day

4.9
Best of 2023
$280hour
2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!
Events in Chicago · 10 guests

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

5.0
Superowner
Best of 2023
$350hour
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago, Illinois

4.8
Superowner
$399hour
40ft Formula 40 Performance Cruiser in Chicago
Tours in Chicago · 13 guests

40ft Formula 40 Performance Cruiser in Chicago

5.0
Superowner
Best of 2023
$369hour
Includes Fuel Sundancer 36' LOA
Events in Chicago · 13 guests

Includes Fuel Sundancer 36' LOA

5.0
$240-$250hour
Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL
Events in Chicago · 13 guests

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

4.9
Superowner
$275hour
33' Formula Motor Yacht, Great for Playpen!
Events in Chicago · 10 guests

33' Formula Motor Yacht, Great for Playpen!

5.0
$150hour
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
Superowner
Best of 2023
$369hour
**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
Superowner
Best of 2023
$250hour
Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago!
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago!

5.0
Superowner
$275hour
70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

4.8
Superowner
$999hour
*** $199 hr***Weekend Charter Rental - 33' Maxum!
Events in Chicago · 10 guests

*** $199 hr***Weekend Charter Rental - 33' Maxum!

4.8
$175hour
Multi Level Luxury Yacht Rental in Chicago - Water toys are included!
Events in Chicago · 12 guests

Multi Level Luxury Yacht Rental in Chicago - Water toys are included!

4.9
Superowner
Best of 2023
$199hour
42FT Regal Commodore Express Cruiser
Events in Chicago · 12 guests

42FT Regal Commodore Express Cruiser

5.0
Superowner
Best of 2023
$245-$275hour
46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 13 guests

46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

5.0
$300hour
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 2023
$300-$399hour
Enjoy Chicago! 31' Beautiful Sea Ray Sun Dancer - Perfect for any Occasion
Events in Chicago · 10 guests

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

4.9
Best of 2023
$275-$300hour
Instant Book
Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED
Events in Chicago · 7 guests

Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED

5.0
$295hour
Sea Ray Express 390 Luxury Charter in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray Express 390 Luxury Charter in Chicago, Illinois

5.0
$300hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.8
Superowner
$399hour

Motor Yacht Reviews in Chicago

  1. Okoye'
    Okoye'
    Captain Memo's 28 ft. Sea Ray in Chicago

    Memo is absolutely amazing! Please believe every great review left. He gives outstanding instructions as to where and how to find his boat. He had a cooler, floats, a large speaker- essentially everything we needed. My friends and I had a great time and will be back!

  2. Molly
    Molly
    Captain Memo's 28 ft. Sea Ray in Chicago

    Captain Memo made this experience unforgettable, just like the name of his boat! He made sure we knew exactly where to meet him at the time of departure, supplied coolers and ice for us and had all the lake floats blown up and ready for us to relax in the lake. He is trustworthy and all around a great guy. Thank you Captain Memo for an unforgettable time!!

  3. BS
    Berin
    Captain Memo's 28 ft. Sea Ray in Chicago

    If you click out of Memo's page without booking, you're making a mistake! Memo was BEYOND anything my family could have imagined. Our group of 5 had one of the best times on his boat and he is the DEFINITION of hospitality. Memo is a GEM!!!!!!! BOOK WITH HIM!!!!!!

  4. GM
    Gwyn
    Captain Memo's 28 ft. Sea Ray in Chicago

    Couldn’t ask for a better cap to a first weekend experiencing Chicago. Captain Memo went out of his way to make the experience special, from making sure we always had a full drink in hand, to creating some Titanic-esque front of boat moments, to letting us take a turn at the helm. He even voluntarily let our time run long because we were all vibing to Frank Sinatra on the way back in to the docks. You will have a great time because he’s just a generally kind soul. Oh captain my captain!

  5. LB
    Laura
    Captain Memo's 28 ft. Sea Ray in Chicago

    We had an absolute blast with Captain Memo! He is the most accommodating and kind person and went above and beyond many times over to make our experience one of the best times we could ever imagine. We can’t recommend him highly enough! Thank you Captain Memo!

  6. HG
    Harsha
    Captain Memo's 28 ft. Sea Ray in Chicago

    This was our first time on a boat all for ourselves. I planned to celebrate my fiancé s birthday on the boat. I wanted to cut the cake on the boat at the Playpen . Captain Memo was so accommodating and very easy to work with. He made the trip a memorable and fun experience. Overall definitely recommended. We will return back soon