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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,781 Reviews)

    Page 7 of 12 • 287 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht
    Events in Chicago · 12 guests

    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht

    5.0
    $350/hour
    See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 13 guests

    See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht

    5.0
    Superowner
    Best of 2026
    $300/hour
    Limited Availability
    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package
    Powerboats in Chicago · 36 guests

    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

    4.5
    $1,350/hour
    20' Lund Bass Boat for 3 in Chicago, Illinois
    Fishing in Chicago · 3 guests

    20' Lund Bass Boat for 3 in Chicago, Illinois

    5.0
    $67/hour
    Limited Availability
    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL
    Events in Chicago · 13 guests

    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL

    New
    $772/hour
    Limited Availability
    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
    Events in Chicago · 12 guests

    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

    4.9
    Superowner
    Best of 2026
    $160+/hour
    Instant Book
    40' Carver Motor Yacht with space all around available in Chicago
    Events in Chicago · 12 guests

    40' Carver Motor Yacht with space all around available in Chicago

    5.0
    $375/hour
    Limited Availability
    40' Regal Commandore Luxury Cruiser in Chicago
    Events in Chicago · 12 guests

    40' Regal Commandore Luxury Cruiser in Chicago

    5.0
    $300/hour
    50' Multi-level Sea Ray Luxury Yacht with Party up to 12 in Chicago
    Events in Chicago · 12 guests

    50' Multi-level Sea Ray Luxury Yacht with Party up to 12 in Chicago

    5.0
    Superowner
    Best of 2026
    $350/hour
    Limited Availability
    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago
    Events in Chicago · 13 guests

    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

    4.9
    $400/hour
    Limited Availability
    Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago
    Events in Chicago · 12 guests

    Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago

    5.0
    Superowner
    Best of 2026
    $350/hour
    Instant Book
    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

    New
    $700/hour
    Limited Availability
    40ft Carver Mariner Motor Yacht Charter in Chicago
    Events in Chicago · 13 guests

    40ft Carver Mariner Motor Yacht Charter in Chicago

    New
    $745/hour
    Limited Availability
    40' Cruisers Yachts "Bad Boys II" for rent in Chicago
    Events in Chicago · 13 guests

    40' Cruisers Yachts "Bad Boys II" for rent in Chicago

    New
    $818/hour
    Limited Availability
    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
    Events in Chicago · 12 guests

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    5.0
    $350/hour
    High Demand
    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht
    Events in Chicago · 12 guests

    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht

    New
    $450/hour
    Limited Availability
    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)

    New
    $300/hour
    Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
    Events in Chicago · 13 guests

    Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

    4.9
    Superowner
    Best of 2026
    $235/hour
    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests
    Events in Chicago · 13 guests

    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests

    3.0
    $1,000/hour
    Limited Availability
    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests
    Events in Chicago · 6 guests

    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests

    5.0
    Superowner
    Best of 2026
    $500/hour
    Limited Availability
    53' Cruiser Yacht with Flybridge and Sundeck for 11 Guests in Chicago
    Events in Chicago · 12 guests

    53' Cruiser Yacht with Flybridge and Sundeck for 11 Guests in Chicago

    4.9
    Superowner
    $375/hour
    Sea Ray 460 Sundancer Yacht - Enjoy the summer Chicago scene!
    Events in Chicago · 12 guests

    Sea Ray 460 Sundancer Yacht - Enjoy the summer Chicago scene!

    New
    $400/hour
    Limited Availability
    45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL
    Events in Chicago · 13 guests

    45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL

    New
    $1,089/hour
    Limited Availability
    38ft Lagoon Catamaran Sailing Lessons in Chicago
    Tours in Chicago · 6 guests

    38ft Lagoon Catamaran Sailing Lessons in Chicago

    New
    $350+/hour

    Top Destinations Nearby

    Chicago Reviews

    1. NT

      Nicole

      Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

      I booked this to celebrate the my kid's accomplishments at the end of the school year. They had the best time! Nasco went above and beyond executing this experience.

    2. RK

      Rish

      Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

      I proposed to my girlfriend on the Sea Ray boat, and it was an unforgettable experience. Kevin was fantastic to work with—he coordinated everything seamlessly and responded very quickly to all my questions. Captain Evan was also great. They both went above and beyond to make the proposal and our evening truly special and memorable.

    3. SJ

      Sam

      See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht

      Kevin was professional, friendly, and - most importantly - fun. He and captain William were pro navigators and never did anything risky. They're solid guys with a great boat and I wouldn't hesitate to rent from these guys again.

    4. CC

      Channell

      Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

      My birthdayyy was amazinggg Nasco was veryy nice and helpful made my trip soo smooth and easyy!!!! I will be booking with him againn

    5. da

      dave

      Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

      Kevin & his crew did a fabulous job! Highly recommended team!

    6. OH

      Olivia

      See the Chicago’s Stunning Lakefront Aboard 46ft Sea Ray Sundancer Motor Yacht

      Captain Ben and Manny were great! I would 100% book again.

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