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02/17/2024  ± 1 day

Rent a Boat or Yacht in Chicago, Illinois

4.9(Average of 4,194 reviews in this area)
Page 1 of 12 (267 listings)
CAPTAIN MEMO'S 28 ft. SEA RAY AFFORDABLE BOAT RENTAL!
Events in Chicago · 6 guests

CAPTAIN MEMO'S 28 ft. SEA RAY AFFORDABLE BOAT RENTAL!

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
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
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
Best of 2023
$220hour
24 Passenger Captained Party & Event Boat in Chicago, Illinois!
Powerboats in Chicago · 24 guests

24 Passenger Captained Party & Event Boat in Chicago, Illinois!

5.0
Superowner
Best of 2023
$800hour
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
Wellcraft Eclipse 233 Cuddy Cabin in Chicago, Illinois
Tours in Chicago · 9 guests

Wellcraft Eclipse 233 Cuddy Cabin in Chicago, Illinois

5.0
$250hour
20 Passenger Captained Party & Event Boat in Chicago, Illinois!
Powerboats in Chicago · 20 guests

20 Passenger Captained Party & Event Boat in Chicago, Illinois!

5.0
Superowner
Best of 2023
$700hour
Sea Ray Cuddy Cabin Boat for Rent on Lake Michigan!
Powerboats in Chicago · 7 guests

Sea Ray Cuddy Cabin Boat for Rent on Lake Michigan!

5.0
$150hour
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
$200 Captain Included. 2021 Yamaha.  Playpen, Fireworks, Skyline Cruises
Powerboats in Chicago · 6 guests

$200 Captain Included. 2021 Yamaha. Playpen, Fireworks, Skyline Cruises

5.0
$200hour
33' Formula Motor Yacht, Great for Playpen!
Events in Chicago · 10 guests

33' Formula Motor Yacht, Great for Playpen!

5.0
$150hour
40ft Got a Life Formula 40 PC Motor Yacht Rental in Chicago, Illinois
Tours in Chicago · 13 guests

40ft Got a Life Formula 40 PC Motor Yacht Rental in Chicago, Illinois

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

Includes Fuel Sundancer 36' LOA

5.0
$250-$300hour
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
“ Funtime1”  - 20 passengers Party Boat - Playpen or River trips
Powerboats in Chicago · 20 guests

“ Funtime1” - 20 passengers Party Boat - Playpen or River trips

5.0
Superowner
Best of 2023
$700hour
27' Chris Craft  with Water Toys plus Jet Ski Available
Powerboats in Chicago · 6 guests

27' Chris Craft with Water Toys plus Jet Ski Available

5.0
Superowner
Best of 2023
$230hour
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
*** $199 hr***Weekend Charter Rental - 33' Maxum!
Events in Chicago · 10 guests

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

4.8
$175hour
Private Cruise onboard Hunter Legend Sailboat in Chicago
Sailing in Chicago · 6 guests

Private Cruise onboard Hunter Legend Sailboat in Chicago

5.0
Superowner
$200hour
SEPTEMBER SPECIALS! Cruise or Party Chi-Town in Comfort & Style
Powerboats in Chicago · 10 guests

SEPTEMBER SPECIALS! Cruise or Party Chi-Town in Comfort & Style

New
$200hour

Chicago Reviews

  1. Okoye'
    Okoye'
    CAPTAIN MEMO'S 28 ft. SEA RAY AFFORDABLE BOAT RENTAL!

    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 AFFORDABLE BOAT RENTAL!

    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 AFFORDABLE BOAT RENTAL!

    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 AFFORDABLE BOAT RENTAL!

    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 AFFORDABLE BOAT RENTAL!

    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 AFFORDABLE BOAT RENTAL!

    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