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Rent a Boat or Yacht in Chicago, Illinois

Page 2 of 12265 listings

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

33' Formula Motor Yacht - Great for Playpen!

5.0
$150hour
Burnham Harbor, CAPTAIN & FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN & FUEL INCLUDED

5.0
$250-$300hour
Beautiful Boat 36' Sundancer in Chicago
Events in Chicago · 13 guests

Beautiful Boat 36' Sundancer in Chicago

5.0
$250hour
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
**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
Luxurious 60' Yacht with Fly Bridge
Events in Chicago · 12 guests

Luxurious 60' Yacht with Fly Bridge

5.0
$450hour
25ft Rinker - Captained Party - Chicago
Powerboats in Chicago · 6 guests

25ft Rinker - Captained Party - Chicago

4.9
Superowner
$199hour
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
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
Sea Ray 40ft - Luxurious, Spacious, Affordable
Events in Chicago · 12 guests

Sea Ray 40ft - Luxurious, Spacious, Affordable

4.9
$250hour
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
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
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
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
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. CF

    Carson

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

    I cannot recommend LTD Charters enough! LTD has very timely responses, making the process of arranging the trip seamless. The boat ride itself was fantastic and LTD was super accommodative. Captain Z, Captain Kevin, and Kate were so helpful on board and made sure we had the best time! The boat had everything we needed and was better than we could have expected! Book with LTD for your next trip!

  2. Allyssa

    Allyssa

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

    Kevin was great! The boat was even better than the pictures and him and the crew were so kind and inviting! He communicated with me efficiently and made the experience so smooth. We had an amazing time for my friend’s bachelorette and couldn’t recommend Kevin enough! 😊

  3. 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.

  4. 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!

  5. 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.

  6. 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 :)