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    All listings in Illinois

    Incredible tours in Illinois, United States.

    4.9
    (5,439 Reviews)

    Page 6 of 12 • 270 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Captained 31ft Sports Craft Boat With All the Amenities Down Below
    Events in Chicago · 6 guests

    Captained 31ft Sports Craft Boat With All the Amenities Down Below

    New
    Superowner
    $225/hour
    Limited Availability
    46' Sunseeker Portofino Yacht in Chicago for Parties & Events
    Events in Chicago · 12 guests

    46' Sunseeker Portofino Yacht in Chicago for Parties & Events

    4.7
    $250/hour
    Limited Availability
    51ft Sea Ray Sundancer Yacht at Diversey Harbor!
    Events in Chicago · 12 guests

    51ft Sea Ray Sundancer Yacht at Diversey Harbor!

    5.0
    $600/hour
    Limited Availability
    Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)
    Events in Chicago · 13 guests

    Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)

    5.0
    Superowner
    $250/hour
    Instant Book
    High Demand
    46' Azimut Quartano Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 13 guests

    46' Azimut Quartano Motor Yacht Rental in Chicago, Illinois

    5.0
    $400/hour
    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout
    Events in Chicago · 13 guests

    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout

    5.0
    $500/hour
    High Demand
    Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible SoundSystem!
    Events in Chicago · 12 guests

    Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible SoundSystem!

    5.0
    $350/hour
    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
    Events in Chicago · 12 guests

    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

    5.0
    $600/hour
    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago
    Events in Chicago · 12 guests

    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago

    5.0
    $250/hour
    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests
    Events in Chicago · 6 guests

    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests

    5.0
    $300/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    Learn Kiteboarding in Chicago with Professional Kiteboard Instructor
    Adventures in Chicago · 1 guest

    Learn Kiteboarding in Chicago with Professional Kiteboard Instructor

    5.0
    $185/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
    Limited Availability
    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
    Powerboats in Chicago · 12 guests

    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations

    5.0
    Superowner
    Best of 2026
    $190/hour
    Instant Book
    Limited Availability
    55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand
    Events in Chicago · 12 guests

    55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

    5.0
    $375+/hour
    High Demand
    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
    Events in Chicago · 12 guests

    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago

    5.0
    Superowner
    Best of 2026
    $375+/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
    High Demand
    42ft Sea Ray Sundancer Motor Yacht in Chicago Big Boat Small Price
    Events in Chicago · 10 guests

    42ft Sea Ray Sundancer Motor Yacht in Chicago Big Boat Small Price

    5.0
    $300/hour
    Limited Availability
    SeaRay 330 Motor Yacht Charter in Chicago, Illinois for 12 Guests
    Events in Chicago · 12 guests

    SeaRay 330 Motor Yacht Charter in Chicago, Illinois for 12 Guests

    5.0
    $200/hour
    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!
    Events in Chicago · 120 guests

    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!

    5.0
    $1,500/hour
    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht
    Events in Chicago · 10 guests

    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht

    5.0
    $275/hour
    Limited Availability
    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago
    Powerboats in Chicago · 20 guests

    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

    5.0
    Superowner
    Best of 2026
    $700/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

    4.8
    $245/hour
    Instant Book
    Limited Availability
    Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun
    Powerboats in Chicago · 6 guests

    Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

    5.0
    $180+/hour

    Top Destinations Nearby

    Tours Reviews in Illinois

    1. LP

      Lijana

      55' Sea Ray 510 Sundancer Luxury Yacht in Chicago with Captain and Deckhand

      We rented this boat for our 30th anniversary and it was better than we hoped! How lucky we were to find Robert B. His boat is beautiful, very clean, perfect for the party of 12 people. And he was so nice to give us the parking pass to be dropped right next to the boat. Thank you so much! We highly recommend this vessel to anybody who wants to have a great time! Lijana and Peter Paulettti ❤️❤️❤️

    2. AA

      Ali

      Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

      Tamer was amazing we did the lake and river tour and it was awesome highly recommend

    3. FK

      Fanta

      Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

      The tour was amazing! Tamer was so fun, friendly, and made the whole experience even better. Thank you!

    4. SY

      Sarah

      46' Sunseeker Portofino Yacht in Chicago for Parties & Events

      What a great time!! We rented Kyle’s boat for a bachelorette party and 10/10 would recommend to another group. There were 12 of us and we had plenty of space between the front, back, and inside of the boat. Captain Dan was fantastic and we would recommend him as well! Overall a great experience and our favorite part of our bachelorette weekend! Definitely would rent again!!

    5. MA

      Mahab

      46' Sunseeker Portofino Yacht in Chicago for Parties & Events

      Had the best time out on the water with Captain Kyle! He was super professional, friendly, and made sure we felt comfortable and had fun the entire trip. The boat was clean, spacious, and had everything we needed. Kyle knew all the best spots and kept the vibe fun and relaxed. You can tell he really knows what he’s doing and loves what he does. Highly recommend booking with him — can’t wait to go out again!

    6. JS

      Jessica

      46' Sunseeker Portofino Yacht in Chicago for Parties & Events

      We had such a great time! Kyle was great to work with and very responsive making the whole process easy. Captain G was awesome as well and really helped make the experience fun and smooth. We’ll definitely be booking the boat again! Highly recommend!

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