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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (6,007 Reviews)

    Page 12 of 13 • 299 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises
    Events in Chicago · 12 guests

    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises

    New
    $300/hour
    Chicago & Indiana 2023 Sea-Doo GTI 90 Jet Ski Experience
    Water Sports in Hammond · 3 guests

    Chicago & Indiana 2023 Sea-Doo GTI 90 Jet Ski Experience

    New
    $160/hour
    36' Cruisers Yacht Captained Pleasure Boat Charter (6 People)
    Powerboats in Portage · 6 guests

    36' Cruisers Yacht Captained Pleasure Boat Charter (6 People)

    New
    $300/hour
    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 10 guests

    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht

    New
    $275/hour
    Limited Availability
    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois

    New
    $350/hour
    Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests
    Events in Chicago · 12 guests

    Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests

    New
    $250/hour
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    New
    $300+/hour
    Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”
    Sailing in Chicago · 10 guests

    Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”

    New
    $275/hour
    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!
    Events in Chicago · 12 guests

    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!

    New
    $300+/hour
    27' Formula Speedboat in Waukegan - 4 Thrill Seekers will have a Great Time
    Powerboats in Waukegan · 4 guests

    27' Formula Speedboat in Waukegan - 4 Thrill Seekers will have a Great Time

    New
    $241/hour
    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun!
    Events in Hammond · 10 guests

    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun!

    New
    $400/hour
    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan
    Events in Chicago · 6 guests

    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan

    New
    $300/hour
    Classic 43' Hatteras with Captain included in Chicago
    Events in Chicago · 6 guests

    Classic 43' Hatteras with Captain included in Chicago

    New
    $300+/hour
    Limited Availability
    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
    Events in Chicago · 13 guests

    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

    5.0
    $225/hour
    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
    Events in Chicago · 8 guests

    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

    New
    $250/hour
    Starved Rock Guided Kayak Tour---Single Kayak
    Adventures in Illinois · 1 guest

    Starved Rock Guided Kayak Tour---Single Kayak

    New
    $158/hour
    Recreational Sit In Kayaks, 10 footer, 2 available
    Adventures in Crystal Lake · 1 guest

    Recreational Sit In Kayaks, 10 footer, 2 available

    New
    $20/hour
    Limited Availability
    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
    Events in Chicago · 13 guests

    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

    5.0
    $225+/hour
    Limited Availability
    Crewed Charter: 47’ Neuville - 20-Passenger Boat! (No Downtown Traffic)
    Powerboats in Hammond · 20 guests

    Crewed Charter: 47’ Neuville - 20-Passenger Boat! (No Downtown Traffic)

    New
    $630/hour
    Chicago Lake Adventure on 24ft Former Military Willard Marine SeaForce Boat!
    Powerboats in Chicago · 6 guests

    Chicago Lake Adventure on 24ft Former Military Willard Marine SeaForce Boat!

    New
    $270/hour
    Beautiful 20' Four Winns Deck Boat with Captain on Lake Zurich
    Powerboats in Lake Zurich · 6 guests

    Beautiful 20' Four Winns Deck Boat with Captain on Lake Zurich

    New
    $163+/hour
    Celebrity 20' Crownline Bowrider Available On Chain of Lakes North Illinois
    Powerboats in Antioch · 6 guests

    Celebrity 20' Crownline Bowrider Available On Chain of Lakes North Illinois

    New
    $165/hour
    Carver Mariner 350 | Private Chicago Yacht Charter | Captain and Fuel Included
    Events in Chicago · 6 guests

    Carver Mariner 350 | Private Chicago Yacht Charter | Captain and Fuel Included

    New
    $275+/hour
    Limited Availability
    Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam
    Events in Chicago · 20 guests

    Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

    4.8
    $1,500/hour

    Top Destinations Nearby

    Illinois Reviews

    1. AE

      Ahmad

      Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

      This is our third time renting a boat from Jason, and once again, we were completely impressed. The entire experience, from the boat itself to the communication, is always top-notch. For this outing, we had Jimmy as our captain, and I cannot recommend him enough! He was fantastic and truly elevated the whole experience for our group. It is always a pleasure dealing with Jason, and we already can't wait to rent from him again!

    2. AP

      Alysha

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Had an amazing and smooth experience with Jason and our captain! Everything on the listing was accurate and communication was clear.

    3. RJ

      Rashad

      Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

      Just want to say thank you again for just making sure we had fun & were safe. Had a great time, would definitely book again!

    4. SB

      Sarah

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Great experience! Communicative host, boat as described, definitely a great value for our money. Would recommend!

    5. Sam

      Sam

      Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

      Great experience. Great boat. Amazing crew. Must book this!

    6. NM

      Nikki

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Perfect boat! Already looking to book again with Jason!

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