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    All listings in Illinois

    Incredible tours in Illinois, United States.

    4.9
    (5,869 Reviews)

    Page 5 of 12 • 274 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Chicago looks better from the deck of 45' Rinker Motor Yacht
    Events in Chicago · 12 guests

    Chicago looks better from the deck of 45' Rinker Motor Yacht

    5.0
    $350/hour
    Limited Availability
    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
    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
    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
    Limited Availability
    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan
    Events in Chicago · 6 guests

    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan

    5.0
    $325/hour
    Limited Availability
    Luxury 40ft Maxum 3700 SCR Motor Yacht Available To Cruise To The Playpen!
    Events in Chicago · 12 guests

    Luxury 40ft Maxum 3700 SCR Motor Yacht Available To Cruise To The Playpen!

    4.8
    $275/hour
    Instant Book
    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
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    Limited Availability
    Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout
    Events in Chicago · 12 guests

    Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout

    5.0
    $225/hour
    Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago
    Events in Chicago · 12 guests

    Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago

    4.9
    $350/hour
    Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!
    Events in Chicago · 13 guests

    Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!

    5.0
    $1,190/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
    Limited Availability
    27ft Sea Ray Deck Boat for 5 Guests, Captain Included
    Powerboats in Chicago · 5 guests

    27ft Sea Ray Deck Boat for 5 Guests, Captain Included

    5.0
    $235/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
    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
    New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious
    Events in Chicago · 13 guests

    New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious

    New
    Superowner
    Best of 2026
    $450/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
    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
    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
    Limited Availability
    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
    High Demand
    Sea Ray 400 Express Cruiser Yacht Available In Chicago
    Events in Chicago · 12 guests

    Sea Ray 400 Express Cruiser Yacht Available In Chicago

    5.0
    $250/hour
    High Demand
    50ft ITALIAN YACHT - ELEGANT DESIGN - LUXURY VIBES - ONLY ONE LIKE THIS IN CHI
    Events in Chicago · 13 guests

    50ft ITALIAN YACHT - ELEGANT DESIGN - LUXURY VIBES - ONLY ONE LIKE THIS IN CHI

    5.0
    $400/hour
    Limited Availability
    Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser in Chicago
    Events in Chicago · 12 guests

    Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser in Chicago

    5.0
    $275/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

    Top Destinations Nearby

    Tours Reviews in Illinois

    1. Patrick

      Patrick

      50ft ITALIAN YACHT - ELEGANT DESIGN - LUXURY VIBES - ONLY ONE LIKE THIS IN CHI

      Paul and Seba were excellent hosts. The boat was clean, ready to go on time, and exceptionally flexible when we were a little bit late. Additionally they had great suggestions on where to go and how to spend time on the water. We plan to book with them again before the end of the year!

    2. Beverly

      Beverly

      27ft Sea Ray Deck Boat for 5 Guests, Captain Included

      We all had an amazing time on Bobby’s boat! The boat was in pristine condition and was equipped with a cooler with ice and water bottles which was much appreciated. My girlfriend and I took her daughter and friend for their first time on Lake Michigan and Bobby was very accommodating. He made sure everyone felt safe and had fun! Even took out his lily pad for the girls to enjoy! Such a great day!

    3. KR

      Kelsey

      Sea Ray 400 Express Cruiser Yacht Available In Chicago

      Lovie’s boat was so much fun! It fit our group of 11 so effortlessly. The sound system bumped, and the floaty they provided was perfect. We had such a good time! Would definitely book this boat again!

    4. SE

      Shane

      Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago

      Very clean boat and an amazing captain that was super knowledgeable and made the whole experience easy and enjoyable. Communication was great throughout the booking process and leading up to the trip, which made everything smooth. We had a great time and would definitely book again.

    5. Cardisha

      Cardisha

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

      Breanna is amazing!! Any time I’m in Chicago, I know whose vessel to book! Shoutout to Capt Mike too, lovely experience with even lovelier people :)

    6. KL

      Kelly

      Chicago looks better from the deck of 45' Rinker Motor Yacht

      The boat was clean and in good condition, we had a blast and Captain Mo was awesome and very communicative! Will definitely rent again.

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