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04/06/2024  ± 1 day

Rent a Boat or Yacht in Chicago, Illinois

Page 2 of 12265 listings

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat
Events in Chicago · 12 guests

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

5.0
$200hour
UP to  20 passengers Party Boat - Chicago Playpen or River trips
Powerboats in Chicago · 20 guests

UP to 20 passengers Party Boat - Chicago Playpen or River trips

5.0
Superowner
Best of 2023
$120person
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

New
$300hour
70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

4.8
Superowner
$999hour
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
$350hour
Instant Book
Burnham Harbor, CAPTAIN & FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN & FUEL INCLUDED

5.0
$250-$300hour
Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!
Events in Chicago · 12 guests

Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!

New
Best of 2023
$400hour
Instant Book
Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
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
Beautiful Boat 36' Sundancer in Chicago
Events in Chicago · 13 guests

Beautiful Boat 36' Sundancer in Chicago

5.0
$250hour
33' Formula Motor Yacht - Great for Playpen!
Events in Chicago · 10 guests

33' Formula Motor Yacht - Great for Playpen!

5.0
$150hour
**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
25ft Rinker - Captained Party - Chicago
Powerboats in Chicago · 6 guests

25ft Rinker - Captained Party - Chicago

4.9
Superowner
$199hour
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
37' Luxury Sailboat with Captain in Chicago, Illinois
Sailing in Chicago · 10 guests

37' Luxury Sailboat with Captain in Chicago, Illinois

5.0
Superowner
$400hour
Sea Ray 40ft - Luxurious, Spacious, Affordable
Events in Chicago · 12 guests

Sea Ray 40ft - Luxurious, Spacious, Affordable

4.9
$250hour
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
Superowner
$300hour
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Events in Chicago · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0
Best of 2023
$400hour
Maxum Yacht 44' in Chicago
Events in Chicago · 13 guests

Maxum Yacht 44' in Chicago

5.0
Superowner
Best of 2023
$268-$300hour
Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
Events in Chicago · 12 guests

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

4.9
Superowner
Best of 2023
$250hour
40ft Yacht w/ Huge open seating area!
Powerboats in Chicago · 12 guests

40ft Yacht w/ Huge open seating area!

5.0
Superowner
Best of 2023
$210-$240hour
Luxurious 60' Yacht with Fly Bridge
Events in Chicago · 12 guests

Luxurious 60' Yacht with Fly Bridge

5.0
$450hour
Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
Superowner
Best of 2023
$400hour
Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
Events in Chicago · 12 guests

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

5.0
Best of 2023
$400hour
Instant Book
52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!
Events in Chicago · 12 guests

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

5.0
$250hour

Chicago Reviews

  1. Kayla

    Kayla

    50' Multi-level Luxury Yacht with Party up to 12

    After previously dealing with an unresponsive host for another listing, Edward & Team made the experience a 10/10 for us with how promptly they were able to accommodate and communicate. Communication was excellent, Captain Jim was amazing, and the boat was absolutely stunning. We had such an amazing time, and will definitely be renting this boat again in the future.

  2. Anthony

    Anthony

    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!

  3. Victor

    Victor

    Beautiful Boat 36' Sundancer in Chicago

    Excellent captain and very knowledgeable and friendly. We had a great time and conversed on many interesting topics related to Chicago and the lake. I definitely recommend him.

  4. SA

    Suchi

    50' Multi-level Luxury Yacht with Party up to 12

    Celebrated my birthday on the water and watched the fireworks! A memorable trip with my friends :)

  5. AT

    Abby

    UP to 20 passengers Party Boat - Chicago Playpen or River trips

    Greg was awesome! Everything about our experience was SO easy. They were ready right when we arrived and the boat was clean and ready to go with ice in the cooler. He knew exactly where to go since it was too windy that day and we could not go to play pen. He directed us towards the "second" playpen by the planetarium where all the other boats were. AMAZING DAY!! cannot say enough great things about it, will be booking again.

  6. JC

    Jenny

    UP to 20 passengers Party Boat - Chicago Playpen or River trips

    Greg is great! He was a quick communicator from the start of my boat rental search. The boat was clean and a great size. Greg provides ice and a cooler as well as Bluetooth speakers. He took us on a beautiful sunset ride with amazing views of the skyline. Everyone enjoyed their experience and we will definitely book with him again!