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All listings in Chicago

Awesome powerboat rentals near Chicago, Illinois.

4.9(Average of 786 reviews in this area)
Page 1 of 3 (69 listings)
Luxury 33' Sea Ray - Come Charter & See Chicago!
Events in Lake Michigan · 8 guests

Luxury 33' Sea Ray - Come Charter & See Chicago!

5.0
$250hour
42' Luxury Cruisers Yacht - up to 6 guests (Captain INCLUDED)
Events in Lake Michigan · 6 guests

42' Luxury Cruisers Yacht - up to 6 guests (Captain INCLUDED)

5.0
$400hour
AMAZING BOAT RENTAL IN CHICAGO!
Powerboats in Lake Michigan · 6 guests

AMAZING BOAT RENTAL IN CHICAGO!

5.0
$190hour
2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!
Events in Lake Michigan · 10 guests

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

5.0
Superowner
Best of 2022
$350hour
Boat Rental Chicago 12 people
Events in Lake Michigan · 12 guests

Boat Rental Chicago 12 people

5.0
$325hour
40' LUXURY Cruiser's Yacht in Chicago, Illinois! NEW LISTING
Powerboats in Lake Michigan · 12 guests

40' LUXURY Cruiser's Yacht in Chicago, Illinois! NEW LISTING

5.0
$400hour
Luxury 40 ft. Sea Ray Sundancer Motor Yacht in Chicago, Illinois
Events in Lake Michigan · 12 guests

Luxury 40 ft. Sea Ray Sundancer Motor Yacht in Chicago, Illinois

5.0
$400hour
Beautiful 33ft Day Boat with 18 foot Lily Pad!
Events in Lake Michigan · 10 guests

Beautiful 33ft Day Boat with 18 foot Lily Pad!

4.9
Best of 2022
$225hour
33ft Maxum Scr - Your Next Charter Awaits You!
Powerboats in Lake Michigan · 12 guests

33ft Maxum Scr - Your Next Charter Awaits You!

5.0
$300hour
31' Beautiful Sea Ray Sun Dancer Perfect for any Occasion
Powerboats in Lake Michigan · 10 guests

31' Beautiful Sea Ray Sun Dancer Perfect for any Occasion

4.9
Best of 2022
$275hour
25ft Captained party and sightseeing boat!!!
Powerboats in Lake Michigan · 6 guests

25ft Captained party and sightseeing boat!!!

5.0
Superowner
$199hour
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Events in Lake Michigan · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0
$400hour
Bayliner 3055 Powerboat for Charter in Chicago
Events in Lake Michigan · 12 guests

Bayliner 3055 Powerboat for Charter in Chicago

4.4
$290hour
Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago
Events in Lake Michigan · 12 guests

Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago

5.0
Superowner
Best of 2022
$238hour
Instant Book
Lets get cruising! Book Cruisers Yachts 3375 Espirit Motor Yacht in Chicago, Illinois
Events in Lake Michigan · 12 guests

Lets get cruising! Book Cruisers Yachts 3375 Espirit Motor Yacht in Chicago, Illinois

5.0
$300hour
Sea Ray 45' Chicago Burnham Harbor -
Events in Lake Michigan · 12 guests

Sea Ray 45' Chicago Burnham Harbor -

5.0
Superowner
$425hour
Private Charters on beautiful 40' Maxum Cruiser Yacht, up to 12 guests!
Events in Lake Michigan · 12 guests

Private Charters on beautiful 40' Maxum Cruiser Yacht, up to 12 guests!

4.6
$250hour
NEW!!! SPACIOUS 40ft Cruisers Yacht, Power (Captain & Gas may be included)  one of the Cleanest, Largest and Newer LUXURY Yachts on the Lake, Chicago.
Events in Lake Michigan · 12 guests

NEW!!! SPACIOUS 40ft Cruisers Yacht, Power (Captain & Gas may be included) one of the Cleanest, Largest and Newer LUXURY Yachts on the Lake, Chicago.

5.0
$400hour
Multi Level Luxury Yacht Rental in Chicago, up to 12 guests. All water toys are included!
Events in Lake Michigan · 12 guests

Multi Level Luxury Yacht Rental in Chicago, up to 12 guests. All water toys are included!

4.9
Superowner
$265hour
Instant Book
Our 55-foot Sea Ray Sundancer is an Oasis on the water and is one of the top Luxury Yachts in Chicago
Events in Lake Michigan · 12 guests

Our 55-foot Sea Ray Sundancer is an Oasis on the water and is one of the top Luxury Yachts in Chicago

5.0
$400hour
Chicago Skyline Voyage onboard Sea Ray 450 Sundancer Motor Yacht
Events in Lake Michigan · 12 guests

Chicago Skyline Voyage onboard Sea Ray 450 Sundancer Motor Yacht

4.9
Superowner
Best of 2022
$400hour
31ft Sea Ray Motor Yacht Charter in Chicago, Illinois
Powerboats in Lake Michigan · 12 guests

31ft Sea Ray Motor Yacht Charter in Chicago, Illinois

5.0
$300hour
46’ Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB #8)
Lake Michigan · 12 guests

46’ Sea Ray Yacht - Perfect Yacht for Parties up to 12 guests (KMB #8)

5.0
Superowner
$300hour
41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois
Events in Lake Michigan · 12 guests

41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois

5.0
$450hour

Power Reviews in Chicago

  1. Chris
    Chris
    AMAZING BOAT RENTAL IN CHICAGO!

    An incredible experience with a standout captain. He was friendly, genuine, and encouraging when it came meeting our needs. The boat was equipped with everything we needed and more such as floaties, a pad for tubing, a speaker, etc. If I could rent from him again I absolutely would. Last but not least, he even offered to give us a ride home which topped off a great time on the water.

  2. KV
    Kimberly
    AMAZING BOAT RENTAL IN CHICAGO!

    Memo was so considerate and focused on making sure that we really enjoyed our time on the boat. The weather made it a little cold for swimming so he gave us a sightseeing tour. The boat was equipped with a lily pad, tube, giant inflatable raft, an iced cooler, and a Bluetooth speaker. He wasn’t afraid to drive the boat fast and give the kids some excitement. He always checked in to ensure everything was okay and what more he could do. The cost was very reasonable and all inclusive (except tip) unlike several of the other postings. We will definitely use his services again and I’ll tell my friends.

  3. MK
    Matt
    AMAZING BOAT RENTAL IN CHICAGO!

    Memo is the greatest of all time, and then some. All of the glowing reviews for him here are well founded, but even then fail to do him full justice. I would recommend his service to any of my friends, and I would exclusively use his services in the future whenever possible. Personally, before going, my biggest concern was that the boat might be too small or otherwise not align with the vision my group of six had for a day on the water. This was completely unfounded - we had a total blast, with loads of space and all manner of activities of our choosing, from high-speed tubing to just relaxing with drinks and music. The whole time, Memo was totally accommodating of whatever we wanted to do, and himself a phenomenal addition to the group dynamic. Beyond that, Memo went FAR out of his way to give us a full and wonderful experience. We were disorganized and some of us showed up late; Memo held off on starting our clock until the party was all there. Then, even after substantially extending our duration on account of that, he gave us even more time since we were having so much fun. I can't explain how grateful we were for his flexibility and accommodation - it turned our messy plans into the best boating trip ever. In short, if you're considering renting a boat in Chicago, you should book with Memo. It's the best experience and best value on your dollar of anything else around.

  4. DF
    Desiree
    AMAZING BOAT RENTAL IN CHICAGO!

    Captain Memo was absolutely amazing!!! He made sure my 3 kids had an amazing time from swimming to playing with floats in the playpen and even tubing in the open waters!! He was incredibly kind, patient and accommodating! On the way home my daughter fell asleep and he was so thoughtful he went very slow so the waves wouldn’t wake her up. I highly recommend Captain Memo! He made our lake experience here in Chicago wonderful and my my kids and I had a blast!! Thank you Captain Memo!!!

  5. RA
    Rachael
    AMAZING BOAT RENTAL IN CHICAGO!

    Memo was a great host! We had trouble parking but he came to pick us up, bring us to the boat and even extended the rental time since we were a few minutes late. He had speakers provided and additional ice on the boat for any drinks/food we brought. He took us out on the lake near Diversey harbor, over to the playpen, to the south side of the city past Navy Pier and then back. When leaving the boat, he was kind enough to take us back to our car. Would definitely recommend booking with Memo.

  6. KB
    Kari
    AMAZING BOAT RENTAL IN CHICAGO!

    Captain Memo was the absolute best! He was very accommodating to our group and made sure we had a great time. He has everything you need - a speaker, tubes, lilly pad, and ice chest. I will for sure be using his services in the future and highly recommend him!