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    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,241 Reviews)

    Page 3 of 12 • 266 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior
    Events in Chicago · 12 guests

    Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

    5.0
    Superowner
    Best of 2023
    $245-$275hour
    Chicago Playpen and River cruises! 35’
    Powerboats in Chicago · 10 guests

    Chicago Playpen and River cruises! 35’

    4.9
    $295hour
    62' $2M Italian Luxury Yacht with Party up to 12
    Events in Chicago · 12 guests

    62' $2M Italian Luxury Yacht with Party up to 12

    5.0
    Superowner
    Best of 2023
    $800hour
    Instant Book
    Luxurious 60' Yacht with Fly Bridge
    Events in Chicago · 12 guests

    Luxurious 60' Yacht with Fly Bridge

    5.0
    $450hour
    Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
    Sailing in Chicago · 3 guests

    Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

    4.8
    $115-$120hour
    46' Spacious Portofino Party Yacht in Chicago For Every Occasion
    Events in Chicago · 12 guests

    46' Spacious Portofino Party Yacht in Chicago For Every Occasion

    5.0
    $250hour
    55' Sea Ray Luxury Yacht in Chicago
    Events in Chicago · 12 guests

    55' Sea Ray Luxury Yacht in Chicago

    5.0
    $325hour
    44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
    Events in Chicago · 13 guests

    44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

    4.9
    Superowner
    $399hour
    33ft Day Boat in Chicago
    Events in Chicago · 10 guests

    33ft Day Boat in Chicago

    4.9
    $275hour
    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad
    Events in Chicago · 12 guests

    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

    5.0
    Superowner
    Best of 2023
    $375-$450hour
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
    Events in Chicago · 5 guests

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    5.0
    Superowner
    $200day
    46ft Prestige Flybridge Luxury Yacht in Chicago
    Events in Chicago · 13 guests

    46ft Prestige Flybridge Luxury Yacht in Chicago

    4.9
    Best of 2023
    $400hour
    "Excelling in Excellence" Yacht Charter in Chicago, IL
    Events in Chicago · 13 guests

    "Excelling in Excellence" Yacht Charter in Chicago, IL

    New
    $772hour
    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
    Multi Level 47' Carver Yacht for 12 Guests in Chicago, IL - Best Value! (MPY#3)
    Events in Chicago · 12 guests

    Multi Level 47' Carver Yacht for 12 Guests in Chicago, IL - Best Value! (MPY#3)

    4.8
    Superowner
    $350hour
    SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

    5.0
    $275hour
    38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)

    5.0
    Superowner
    Best of 2023
    $250hour
    40ft Boat w/ HUGE open seating area!
    Events in Chicago · 12 guests

    40ft Boat w/ HUGE open seating area!

    5.0
    Superowner
    Best of 2023
    $210-$240hour
    Charter a 40' Luxury Gran Tursimo Yacht for 11 guests w/ Captain in Chicago
    Events in Chicago · 11 guests

    Charter a 40' Luxury Gran Tursimo Yacht for 11 guests w/ Captain in Chicago

    4.8
    Superowner
    $350hour
    Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!
    Powerboats in Chicago · 12 guests

    Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!

    4.8
    Superowner
    $250hour
    27 Sea Ray Sundancer Pre Season specials playpen party
    Events in Chicago · 8 guests

    27 Sea Ray Sundancer Pre Season specials playpen party

    5.0
    $180hour
    2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
    Events in Chicago · 10 guests

    2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL

    5.0
    $500hour
    Amazing Party Trips on 34ft Cruiser in Chicago
    Events in Chicago · 16 guests

    Amazing Party Trips on 34ft Cruiser in Chicago

    4.9
    Superowner
    $425hour

    Chicago Reviews

    1. PK

      Pavel

      Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

      The trip was awesome. The boat is great and powerful, Robert knows a lot about Chicago. Absolutely recommended.

    2. Kaitlin

      Kaitlin

      44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

      Highly recommend! Jimmy was very nice and he even rescheduled us to the following day due to bad weather. He made my birthday very special and I would definitely book with him again in the future!

    3. MN

      Michael

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

      Had a blast on the Vitamin D for our buddies bachelor party. Great cruise down the river and then over to the playpen. Boat was in great condition, plenty of space. Crew (Camilo and Yani) was awesome, took great care of us and helped us make the most of our time on the boat. Highly recommend.

    4. Brett

      Brett

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

      First of, these guys are very professional through out the booking process and every question was answered for me right away. This boat is better in person than the pics, and we picked Captain Camilo who was top notch. Earned every bit of his tip. If you’re looking for one of the better yachts I’ve been on in Chicago hit these guys up.

    5. NN

      Nicole

      Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

      The boat and charter were exactly as described. Chris was very communicative and easy to work with. I would highly recommend Captain Dan Chavez. He was so nice and put in the extra effort to ensure we had a great time. I will absolutely charter from Chris again!

    6. MP

      Monika

      Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

      This boat was exactly as pictured, with plenty of room for 12 of us to hang out in the front or back. Chris was easy to work with and Captain Dan Chavez was awesome. The only downside was the speakers were hard to hear at the front of the boat. I'd definitely book again!

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