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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (5,912 Reviews)

    Page 3 of 13 • 301 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!
    Events in Chicago · 12 guests

    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

    5.0
    $278/hour
    Limited Availability
    Luxury 35ft Larson Cabrio Yacht | Chicago Lakefront Experience
    Events in Chicago · 10 guests

    Luxury 35ft Larson Cabrio Yacht | Chicago Lakefront Experience

    New
    $300/hour
    Limited Availability
    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago
    Events in Chicago · 12 guests

    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago

    5.0
    $500/hour
    Limited Availability
    37ft Beautiful Sea Ray Venture Motor Yacht - Explore Chicago's Famous Playpen
    Events in Chicago · 12 guests

    37ft Beautiful Sea Ray Venture Motor Yacht - Explore Chicago's Famous Playpen

    5.0
    Superowner
    Best of 2026
    $220/hour
    Instant Book
    Limited Availability
    35' Maxum Motor Yacht At Burnham Harbor, Captain/Fuel Included
    Events in Chicago · 7 guests

    35' Maxum Motor Yacht At Burnham Harbor, Captain/Fuel Included

    5.0
    $275/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
    Limited Availability
    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois

    5.0
    $225/hour
    Limited Availability
    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour
    Powerboats in Chicago · 14 guests

    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour

    5.0
    Superowner
    Best of 2026
    $600/hour
    Limited Availability
    Set Sail on a Spacious 42' Silverton Express Cruiser Yacht
    Powerboats in Chicago · 12 guests

    Set Sail on a Spacious 42' Silverton Express Cruiser Yacht

    5.0
    $275/hour
    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!
    Events in Chicago · 6 guests

    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!

    5.0
    $350/hour
    Summertime Chi Ready! Rent this Carver 38 Santego Motor Yacht for 12 Guests
    Events in Chicago · 12 guests

    Summertime Chi Ready! Rent this Carver 38 Santego Motor Yacht for 12 Guests

    5.0
    $325/hour
    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests
    Events in Chicago · 13 guests

    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

    5.0
    $250/hour
    Limited Availability
    27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!
    Events in Chicago · 6 guests

    27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!

    4.9
    Superowner
    $250/hour
    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago
    Events in Chicago · 12 guests

    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago

    5.0
    $400/hour
    Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests
    Sailing in Chicago · 10 guests

    Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

    5.0
    Superowner
    $250/hour
    Instant Book
    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
    High Demand
    Prestige 550 Flybridge Luxury Yacht Charter in Chicago
    Events in Chicago · 13 guests

    Prestige 550 Flybridge Luxury Yacht Charter in Chicago

    5.0
    $400/hour
    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan
    Events in Chicago · 12 guests

    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan

    5.0
    $500/hour
    Limited Availability
    Captained Charter on 36' Sea Ray Cruiser in Chicago
    Events in Chicago · 12 guests

    Captained Charter on 36' Sea Ray Cruiser in Chicago

    4.8
    $350/hour
    Limited Availability
    29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests
    Events in Chicago · 6 guests

    29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

    5.0
    Superowner
    $200/hour
    Amazing 25ft Lexington Tritoon for Rental in Indiana
    Powerboats in Indiana · 12 guests

    Amazing 25ft Lexington Tritoon for Rental in Indiana

    4.8
    $119/hour
    Limited Availability
    50ft Searay 400 Motor Yacht - Lake Michigan Chicago - Up to 13 Guests
    Events in Chicago · 13 guests

    50ft Searay 400 Motor Yacht - Lake Michigan Chicago - Up to 13 Guests

    New
    $300/hour
    Limited Availability
    Spacious 50’ Cruiser Yacht with Swim platform
    Events in Chicago · 12 guests

    Spacious 50’ Cruiser Yacht with Swim platform

    5.0
    $400+/hour
    Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago
    Events in Chicago · 13 guests

    Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago

    4.8
    $300/hour

    Top Destinations Nearby

    Illinois Reviews

    1. SR

      Sarah

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      Had a great time, captain was thorough in his explanation of how to get to the boat, was great communicating and we had a wonderful ride! We were a little late due to traffic and he was kind enough to extend a few extra minutes so we had the full time on the boat which was very generous!

    2. cC

      cassandra

      44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

      Amanda was amazing! Highly recommend! She has experience with bachelorette parties so she had great recommendations for timing and captains. She was there to greet us and made everything super easy. However, it’s best to call or text her because she doesn’t check the website often after booking.

    3. AC

      Anysa

      44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

      I’ve booked with Amanda twice now and each time has been exquisite. From the beginning to the end, they make sure you have an amazing experience and I will be booking again!

    4. 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.

    5. Jeneal

      Jeneal

      27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!

      Tim Jr was super nice and helpful with recommendations for our trip! Would definitely book again. Also took some good pics for us too!

    6. BM

      Bri

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      Our boat captain was the best! He went above & beyond to make sure we had everything we needed to make my bday boat trip special :)

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