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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,973 Reviews)

    Page 10 of 12 • 284 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    High Demand
    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun
    Events in Chicago · 12 guests

    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun

    New
    $275/hour
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    New
    $245/hour
    Limited Availability
    50ft Double Deck Yacht "Liquid Asset 3" in Chicago!
    Events in Chicago · 13 guests

    50ft Double Deck Yacht "Liquid Asset 3" in Chicago!

    New
    Superowner
    Best of 2026
    $300/hour
    Limited Availability
    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests
    Events in Chicago · 8 guests

    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests

    5.0
    $160/hour
    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev
    Events in Chicago · 13 guests

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

    5.0
    Superowner
    Best of 2026
    $500/hour
    Limited Availability
    44' Luxury Sea Ray Express Yacht Rental/Party Boat with Captain in Chicago
    Events in Chicago · 13 guests

    44' Luxury Sea Ray Express Yacht Rental/Party Boat with Captain in Chicago

    4.9
    $349/hour
    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
    High Demand
    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
    Limited Availability
    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests
    Events in Chicago · 12 guests

    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests

    New
    Superowner
    Best of 2026
    $160+/hour
    Instant Book
    Limited Availability
    40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)
    Events in Chicago · 12 guests

    40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)

    New
    $275/hour
    Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan
    Events in Chicago · 12 guests

    Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan

    New
    $1,404/hour
    Limited Availability
    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests
    Events in Chicago · 12 guests

    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests

    New
    $300/hour
    Limited Availability
    Charter Sea Ray Sundancer 40’ Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Charter Sea Ray Sundancer 40’ Motor Yacht In Chicago

    4.9
    $200/hour
    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style
    Events in Chicago · 13 guests

    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

    5.0
    $950/hour
    Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago
    Events in Chicago · 12 guests

    Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago

    New
    $800/hour
    High Demand
    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht
    Events in Chicago · 12 guests

    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht

    New
    $225/hour
    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises
    Events in Chicago · 12 guests

    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises

    New
    $250/hour
    2001 46' Sea Ray Sundancer Chartered Yacht in Chicago - 13 person capacity
    Events in Chicago · 13 guests

    2001 46' Sea Ray Sundancer Chartered Yacht in Chicago - 13 person capacity

    New
    $850/hour
    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago
    Events in Chicago · 12 guests

    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

    New
    $300/hour
    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!
    Events in Chicago · 12 guests

    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!

    New
    Superowner
    $250/hour
    Limited Availability
    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
    $250/hour
    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
    Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included
    Powerboats in Chicago · 6 guests

    Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included

    New
    $250/hour
    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina
    Events in Chicago · 6 guests

    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

    New
    $350+/hour

    Top Destinations Nearby

    Chicago Reviews

    1. Haylee

      Haylee

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

      We had the best time celebrating my bachelorette with Captain Al and Michelle! They were extremely fun and helpful! Nick was very responsive and everything was clearly organized.

    2. JN

      Jessica

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      Such a lovely trip. Up to the trip Kevin and his team were extremely responsive. This was amazing and we will be doing this again! Thanks!

    3. Olivia

      Olivia

      Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

      Great coordination ahead of time, super convenient to board from the river, beautifully kept vintage boat!

    4. NE

      Nicole

      Charter Sea Ray Sundancer 40’ Motor Yacht In Chicago

      AMAZING!!!! Alex was super responsive and Captain Craig was awesome!! I’ll book with them every chance I get!!! 10/10!

    5. HS

      Hailey

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      great communication and beautiful boat. recommend them!

    6. EG

      Edgar

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      10/10 highly recommended

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